3,9-dibromo-12-(3,4-dihydroxy-6-hydroxymethyl-5-methoxytetrahydro-2H-2-pyranyl)-6-methyl-6,7,12,13-tetrahydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7-dione

ID: ALA52964

Chembl Id: CHEMBL52964

PubChem CID: 473006

Max Phase: Preclinical

Molecular Formula: C28H23Br2N3O7

Molecular Weight: 673.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC1C(CO)OC(n2c3ccc(Br)cc3c3c4c(c5c6cc(Br)ccc6[nH]c5c32)C(=O)N(C)C4=O)C(O)C1O

Standard InChI:  InChI=1S/C28H23Br2N3O7/c1-32-26(37)19-17-12-7-10(29)3-5-14(12)31-21(17)22-18(20(19)27(32)38)13-8-11(30)4-6-15(13)33(22)28-24(36)23(35)25(39-2)16(9-34)40-28/h3-8,16,23-25,28,31,34-36H,9H2,1-2H3

Standard InChI Key:  DEZGMCLFUSECBD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA52964

   12-[3,4-Dihydroxy-6-(hydroxymethyl)-5-methoxyperhydro-2H-pyran-2-yl]-3,9-dibromo-6-methylindolo[2,3-a]3-pyrrolino[3,4-c]carbazole-5,7-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: 673.31

Molecular Weight (Monoisotopic): 670.9903

AlogP: 3.81

#Rotatable Bonds: 3

Polar Surface Area: 137.25

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.34

CX Basic pKa: ┄

CX LogP: 3.14

CX LogD: 3.14

Aromatic Rings: 5

Heavy Atoms: 40

QED Weighted: 0.21

Np Likeness Score: 0.77

References

1. Moreau P, Anizon F, Sancelme M, Prudhomme M, Sevère D, Riou JF, Goossens JF, Hénichart JP, Bailly C, Labourier E, Tazzi J, Fabbro D, Meyer T, Aubertin AM..  (1999)  Synthesis, mode of action, and biological activities of rebeccamycin bromo derivatives.,  42  (10): [PMID:10346933] [10.1021/jm980702n]

Source

Source(1):

• Scientific Literature