5-benzo[b]furan-2-ylcarboxamido-2-[3-methyl-7-oxo-5,10-diazatetracyclo[7.4.0.01,12.02,6]trideca-2(6),3,8-trien-10-ylcarbonyl]-1H-indole

ID: ALA154189

Chembl Id: CHEMBL154189

PubChem CID: 357194

Max Phase: Preclinical

Molecular Formula: C30H22N4O4

Molecular Weight: 502.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c[nH]c2c1C13CC1CN(C(=O)c1cc4cc(NC(=O)c5cc6ccccc6o5)ccc4[nH]1)C3=CC2=O

Standard InChI:  InChI=1S/C30H22N4O4/c1-15-13-31-27-22(35)11-25-30(26(15)27)12-18(30)14-34(25)29(37)21-9-17-8-19(6-7-20(17)33-21)32-28(36)24-10-16-4-2-3-5-23(16)38-24/h2-11,13,18,31,33H,12,14H2,1H3,(H,32,36)

Standard InChI Key:  BYRVKDUQDLJUBX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA154189

   Adozelesin

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: 502.53

Molecular Weight (Monoisotopic): 502.1641

AlogP: 5.30

#Rotatable Bonds: 3

Polar Surface Area: 111.20

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.77

CX Basic pKa:

CX LogP: 3.14

CX LogD: 3.14

Aromatic Rings: 5

Heavy Atoms: 38

QED Weighted: 0.31

Np Likeness Score: -0.49

References

1. Warpehoski MA, Gebhard I, Kelly RC, Krueger WC, Li LH, McGovren JP, Prairie MD, Wicnienski N, Wierenga W..  (1988)  Stereoelectronic factors influencing the biological activity and DNA interaction of synthetic antitumor agents modeled on CC-1065.,  31  (3): [PMID:3346875] [10.1021/jm00398a017]

2. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays