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Compounds
ALA455326

2,10-Dihydroxy-6-[(4-nitrolbenzyl)amino]-13-(beta-D-glucopyranosyl)-12,13-dihydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione

ID: ALA455326

Chembl Id: CHEMBL455326

PubChem CID: 44565950

Max Phase: Preclinical

Molecular Formula: C33H27N5O12

Molecular Weight: 685.60

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: O=C1c2c(c3c4ccc(O)cc4n(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)c3c3[nH]c4cc(O)ccc4c23)C(=O)N1NCc1ccc([N+](=O)[O-])cc1

Standard InChI: InChI=1S/C33H27N5O12/c39-12-21-28(42)29(43)30(44)33(49-21)50-37-20-10-16(41)6-8-18(20)23-25-24(22-17-7-5-15(40)9-19(17)35-26(22)27(23)37)31(45)36(32(25)46)34-11-13-1-3-14(4-2-13)38(47)48/h1-10,21,28-30,33-35,39-44H,11-12H2/t21-,28-,29+,30-,33+/m1/s1

Standard InChI Key: ACLQAUIMKARIGC-OJSVXGLKSA-N

Alternative Forms

Parent:

ALA455326
6,20-dihydroxy-13-[(4-nitrophenyl)methylamino]-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,13,23-triazahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-1,4(9),5,7,10,15,17(22),18,20-nonaene-12,14-dione

Associated Targets(Human)

MKN-45 (2102 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DLD-1 (17511 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HeLa (62764 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TOP1 Tclin DNA topoisomerase I (7553 Activities)

Discover Target: TOP1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

P388/S (109 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Top1 DNA topoisomerase I (53 Activities)

Discover Target: Top1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Molecule Features

Natural Product: No	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type: Small molecule	Topical: No	First In Class: No	Black Box: No
Chirality: No	Availability: No	Prodrug: No

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated Properties

Molecular Weight: 685.60	Molecular Weight (Monoisotopic): 685.1656	AlogP: 1.28	#Rotatable Bonds: 7
Polar Surface Area: 253.11	Molecular Species: NEUTRAL	HBA: 14	HBD: 8
#RO5 Violations: 3	HBA (Lipinski): 17	HBD (Lipinski): 8	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 8.75	CX Basic pKa: 2.44	CX LogP: 1.20	CX LogD: 1.19
Aromatic Rings: 6	Heavy Atoms: 50	QED Weighted: 0.07	Np Likeness Score: 0.47

References

1. Sunami S, Nishimura T, Nishimura I, Ito S, Arakawa H, Ohkubo M.. (2009) Synthesis and biological activities of topoisomerase I inhibitors, 6-arylmethylamino analogues of edotecarin., 52 (10): [PMID:19397324] [10.1021/jm801641t]

Source

Source(1):

Scientific Literature