1H-Indole-2-carboxylic acid [2-(4-hydroxy-1,8,8-trimethyl-7,8-dihydro-furo[3,2-e]indole-6-carbonyl)-1H-indol-5-yl]-amide

ID: ALA306966

PubChem CID: 44316509

Max Phase: Preclinical

Molecular Formula: C31H26N4O4

Molecular Weight: 518.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1coc2c(O)cc3c(c12)C(C)(C)CN3C(=O)c1cc2cc(NC(=O)c3cc4ccccc4[nH]3)ccc2[nH]1

Standard InChI:  InChI=1S/C31H26N4O4/c1-16-14-39-28-25(36)13-24-27(26(16)28)31(2,3)15-35(24)30(38)23-12-18-10-19(8-9-21(18)34-23)32-29(37)22-11-17-6-4-5-7-20(17)33-22/h4-14,33-34,36H,15H2,1-3H3,(H,32,37)

Standard InChI Key:  GFBPMDQOUYPOKW-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA306966

   N-[2-(4-hydroxy-1,8,8-trimethyl-7H-furo[3,2-e]indole-6-carbonyl)-1H-indol-5-yl]-1H-indole-2-carboxamide

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: 518.57

Molecular Weight (Monoisotopic): 518.1954

AlogP: 6.60

#Rotatable Bonds: 3

Polar Surface Area: 114.36

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.16

CX Basic pKa: ┄

CX LogP: 5.21

CX LogD: 4.78

Aromatic Rings: 6

Heavy Atoms: 39

QED Weighted: 0.21

Np Likeness Score: -0.35

References

1. Mohamadi F, Spees MM, Staten GS, Marder P, Kipka JK, Johnson DA, Boger DL, Zarrinmayeh H..  (1994)  Total synthesis and biological properties of novel antineoplastic (chloromethyl)furanoindolines: an asymmetric hydroboration mediated synthesis of the alkylation subunits.,  37  (2): [PMID:8295210] [10.1021/jm00028a005]

Source

Source(1):

• Scientific Literature