DABN racemic mixture R03 exp93

Unknown, (R) atropisomer of 1,1'-Binaphthyl-2,2'-diamine

Class / Subclass 1: Uncharacterized Mechanism / Chemical Screen Hit

(R)-DABN

Compound References

PubChem Name: [1,1'-Binaphthalene]-2,2'-diamine
Synonyms: N/A
CAS #: 18741-85-0
PubChem CID: 20571
IUPAC: 1-(2-aminonaphthalen-1-yl)naphthalen-2-amine
INCHI Name: InChI=1S/C20H16N2/c21-17-11-9-13-5-1-3-7-15(13)19(17)20-16-8-4-2-6-14(16)10-12-18(20)22/h1-12H,21-22H2
INCHI Key: DDAPSNKEOHDLKB-UHFFFAOYSA-N
Molecular Weight: 284.4
Canonical SMILES: C1=CC=C2C(=C1)C=CC(=C2C3=C(C=CC4=CC=CC=C43)N)N
Isomeric SMILES: N/A
Molecular Formula: C20H16N2

Compound Supplier

Supplier Name: Chem-Impex International
Catalog #: 24622
Lot #: 001702-20130307

Compound Characterization

HRMS (ESI-TOF) m/z: (M+H)+ Calcd for C20H16N2 285.13862; found 285.13901

(S)-DABN

Compound References

PubChem Name: [1,1'-Binaphthalene]-2,2'-diamine
Synonyms: N/A
CAS #: 18531-95-8
PubChem CID: 20571
IUPAC: 1-(2-aminonaphthalen-1-yl)naphthalen-2-amine
INCHI Name: InChI=1S/C20H16N2/c21-17-11-9-13-5-1-3-7-15(13)19(17)20-16-8-4-2-6-14(16)10-12-18(20)22/h1-12H,21-22H2
INCHI Key: DDAPSNKEOHDLKB-UHFFFAOYSA-N
Molecular Weight: 284.4
Canonical SMILES: C1=CC=C2C(=C1)C=CC(=C2C3=C(C=CC4=CC=CC=C43)N)N
Isomeric SMILES: N/A
Molecular Formula: C20H16N2

Compound Supplier

Supplier Name: Chem-Impex International
Catalog #: 24613
Lot #: 001702-20130513

Compound Characterization

HRMS (ESI-TOF) m/z: (M+H)+ Calcd for C20H16N2 285.13862; found 285.13895

(R)-DABN+(S)-DABN

Dose Response Curve

Dose response curve not available for this combination. However, the dose response curve for (S)-DABN is available at:

exp112

Screen Summary

Round: 03
Dose: 10µM + 10µM
Days of incubation: 8
Doublings: -0.2
Numbers of reads: 11041737

Sensitive/Resistant hits (FDR<0.05)	CRANKS	Score Plot	Top 30 Genes	Screen Similarity	Top 30 Sensitive GO terms	Top 30 Resistant GO terms
2/144	Scores	View	View	View	View	View

Gene	CRANKS Score	FDR
ZNF83	-3.00	0.02
EIF5B	-2.87	0.53
NDUFA4L2	-2.82	0.03
TFPT	-2.77	0.11
SNRNP70	-2.74	0.09
DEFB128	-2.68	0.30
PEBP4	-2.47	0.11
VPS25	-2.40	0.47
DUSP5	-2.32	0.19
ATP8B2	-2.30	0.40
PPM1D	-2.27	0.35
GPX8	-2.27	0.22
NAPA	-2.24	0.40
WDR61	-2.24	0.40
SMG7	-2.23	0.45
SMG5	-2.22	0.61
SARS	-2.21	0.63
TMEM134	-2.19	0.40
ZNF681	-2.18	0.61
PSMC5	-2.16	0.45
COL2A1	-2.14	0.40
CA10	-2.13	0.35
RPSA	-2.10	0.63
NAA11	-2.10	0.40
MFAP1	-2.08	0.45
RAD51	-2.05	0.60
ZNF768	-2.03	0.40
NHP2L1	-2.03	0.59
TSG101	-2.03	0.40
ZFAND5	-2.02	0.40
HOXA6	3.22	<0.01
CDCA2	3.22	<0.01
RNMT	3.29	<0.01
CHN2	3.30	<0.01
MEOX2	3.32	<0.01
AMZ1	3.39	<0.01
FBXL18	3.41	<0.01
ZDHHC4	3.41	<0.01
SDK1	3.42	<0.01
LFNG	3.42	<0.01
ETV1	3.54	<0.01
MYL7	3.66	<0.01
HECW1	3.72	<0.01
RBM14-RBM4	3.74	<0.01
CHST12	3.76	<0.01
RBM14	3.84	<0.01
USP42	3.89	<0.01
TP53	4.01	<0.01
GRIFIN	4.25	<0.01
HOXA9	4.54	<0.01
FNTB	4.58	<0.01
ZWILCH	4.86	<0.01
MAD2L1BP	4.93	<0.01
BUB1B	5.08	<0.01
MAD2L1	5.66	<0.01
BUB3	6.00	<0.01
MAD1L1	6.09	<0.01
TRIP13	7.09	<0.01
KNTC1	7.60	<0.01
ZW10	8.09	<0.01

Screen	Correlation	Plot
Nocodazole 0.1μM R03 exp94	0.338	View
Rotenone 2μM R00 exp33	0.274	View
SB743921 0.001μM R05 exp244	0.273	View
R-DABN 8μM R03 exp111	0.262	View
HMS-I1 10μM R06 exp256	0.246	View
Nocodazole 0.2μM R00 exp24	0.229	View
Nocodazole 0.2μM R02 exp64	0.185	View
Vinblastine 0.015μM R05 exp208	0.185	View
GSK461364A 0.1μM R03 exp126	0.085	View
Vinblastine 0.2μM R03 exp108	0.076	View
Mitomycin-C 0.06μM R08 exp503	0.057	View
Doxorubicin 0.02μM R08 exp478	0.054	View
THZ1 0.06μM R08 exp531	0.053	View
BI-6727 0.04μM R03 exp98	0.145	View
BI-2536 0.02μM R03 exp96	0.082	View
CI-1040 9.5μM R08 exp472	0.059	View
Benzoate 20000μM R08 exp456	0.055	View
Centrinone 0.5μM R07 exp343	0.054	View
DABN 20μM R00 exp17	0.052	View

GO Term	Fold Change	Genes
mitotic spindle assembly checkpoint signaling	157.90	ZW10,KNTC1,TRIP13,MAD1L1,BUB3,MAD2L1,BUB1B,ZWILCH
spindle assembly checkpoint signaling	157.90	ZW10,KNTC1,TRIP13,MAD1L1,BUB3,MAD2L1,BUB1B,ZWILCH
mitotic spindle checkpoint signaling	157.90	ZW10,KNTC1,TRIP13,MAD1L1,BUB3,MAD2L1,BUB1B,ZWILCH
negative regulation of mitotic sister chromatid separation	142.62	ZW10,KNTC1,TRIP13,MAD1L1,BUB3,MAD2L1,BUB1B,ZWILCH
negative regulation of mitotic sister chromatid segregation	142.62	ZW10,KNTC1,TRIP13,MAD1L1,BUB3,MAD2L1,BUB1B,ZWILCH
negative regulation of metaphase/anaphase transition of cell cycle	133.97	ZW10,KNTC1,TRIP13,MAD1L1,BUB3,MAD2L1,BUB1B,ZWILCH
negative regulation of chromosome segregation	133.97	ZW10,KNTC1,TRIP13,MAD1L1,BUB3,MAD2L1,BUB1B,ZWILCH
negative regulation of chromosome separation	133.97	ZW10,KNTC1,TRIP13,MAD1L1,BUB3,MAD2L1,BUB1B,ZWILCH
spindle checkpoint signaling	133.39	ZW10,KNTC1,TRIP13,MAD1L1,BUB3,BUB1B,ZWILCH
negative regulation of mitotic metaphase/anaphase transition	124.79	ZW10,KNTC1,TRIP13,MAD1L1,MAD2L1,BUB1B,ZWILCH
negative regulation of sister chromatid segregation	124.79	ZW10,KNTC1,TRIP13,MAD1L1,BUB3,BUB1B,ZWILCH
negative regulation of nuclear division	96.11	ZW10,KNTC1,TRIP13,MAD1L1,BUB3,MAD2L1,BUB1B,ZWILCH
regulation of mitotic sister chromatid segregation	93.84	ZW10,KNTC1,TRIP13,MAD1L1,BUB3,MAD2L1,BUB1B,MAD2L1BP,ZWILCH
regulation of mitotic sister chromatid separation	76.23	ZW10,TRIP13,MAD1L1,BUB3,MAD2L1,BUB1B,MAD2L1BP,ZWILCH
regulation of chromosome separation	68.13	ZW10,KNTC1,TRIP13,MAD1L1,BUB3,MAD2L1,BUB1B,MAD2L1BP,ZWILCH
regulation of mitotic metaphase/anaphase transition	55.88	ZW10,KNTC1,TRIP13,MAD1L1,BUB3,MAD2L1,BUB1B,MAD2L1BP,ZWILCH
regulation of metaphase/anaphase transition of cell cycle	54.06	ZW10,KNTC1,TRIP13,MAD1L1,BUB3,MAD2L1,BUB1B,MAD2L1BP,ZWILCH
regulation of mitotic nuclear division	47.23	ZW10,KNTC1,TRIP13,MAD1L1,BUB3,MAD2L1,BUB1B,MAD2L1BP,ZWILCH,CDCA2
regulation of chromosome segregation	43.86	ZW10,KNTC1,TRIP13,MAD1L1,BUB3,MAD2L1,BUB1B,MAD2L1BP,ZWILCH,CDCA2

DABN racemic mixture R03 exp93

Mechanism of Action

Technical Notes

(R)-DABN

Compound References

Compound Supplier

Compound Characterization

(S)-DABN

Compound References

Compound Supplier

Compound Characterization

(R)-DABN+(S)-DABN

Dose Response Curve

Screen Summary

Screen Results