12-(3,4-dihydroxy-6-hydroxymethyl-5-methoxytetrahydro-2H-2-pyranyl)-6,13-dimethyl-6,7,12,13-tetrahydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7-dione

ID: ALA3350559

Chembl Id: CHEMBL3350559

PubChem CID: 10506366

Max Phase: Preclinical

Molecular Formula: C29H27N3O7

Molecular Weight: 529.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO[C@H]1[C@H](O)[C@@H](O)[C@H](n2c3ccccc3c3c4c(c5c6ccccc6n(C)c5c32)C(=O)N(C)C4=O)O[C@@H]1CO

Standard InChI:  InChI=1S/C29H27N3O7/c1-30-15-10-6-4-8-13(15)18-20-21(28(37)31(2)27(20)36)19-14-9-5-7-11-16(14)32(23(19)22(18)30)29-25(35)24(34)26(38-3)17(12-33)39-29/h4-11,17,24-26,29,33-35H,12H2,1-3H3/t17-,24-,25-,26-,29-/m1/s1

Standard InChI Key:  HBKVJAIHVJXFJP-LVKSHERESA-N

Alternative Forms

1. Parent:

   

   ALA3350559

   3-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]-13,23-dimethyl-3,13,23-triazahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-1,4,6,8,10,15,17,19,21-nonaene-12,14-dione

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

Calculated Properties

Molecular Weight: 529.55

Molecular Weight (Monoisotopic): 529.1849

AlogP: 2.29

#Rotatable Bonds: 3

Polar Surface Area: 126.39

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.45

CX Basic pKa: ┄

CX LogP: 1.83

CX LogD: 1.83

Aromatic Rings: 5

Heavy Atoms: 39

QED Weighted: 0.31

Np Likeness Score: 0.84

References

1. Moreau P, Anizon F, Sancelme M, Prudhomme M, Bailly C, Carrasco C, Ollier M, Sevère D, Riou JF, Fabbro D, Meyer T, Aubertin AM..  (1998)  Syntheses and biological evaluation of indolocarbazoles, analogues of rebeccamycin, modified at the imide heterocycle.,  41  (10): [PMID:9572888] [10.1021/jm970843+]

Source

Source(1):

• Scientific Literature