methyl 4-((3-((4,6-dioxo-2-thioxotetrahydropyrimidin-5(6H)-ylidene)methyl)-2-methyl-1H-indol-1-yl)methyl)benzoate

ID: ALA3589681

Chembl Id: CHEMBL3589681

PubChem CID: 122181029

Max Phase: Preclinical

Molecular Formula: C23H19N3O4S

Molecular Weight: 433.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccc(Cn2c(C)c(C=C3C(=O)NC(=S)NC3=O)c3ccccc32)cc1

Standard InChI:  InChI=1S/C23H19N3O4S/c1-13-17(11-18-20(27)24-23(31)25-21(18)28)16-5-3-4-6-19(16)26(13)12-14-7-9-15(10-8-14)22(29)30-2/h3-11H,12H2,1-2H3,(H2,24,25,27,28,31)

Standard InChI Key:  HSJIZZIZLHCPQB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3589681

   ---

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: 433.49

Molecular Weight (Monoisotopic): 433.1096

AlogP: 2.70

#Rotatable Bonds: 4

Polar Surface Area: 89.43

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.44

CX Basic pKa:

CX LogP: 3.92

CX LogD: 3.65

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.29

Np Likeness Score: -1.06

References

1. Penthala NR, Crooks PA, Freeman ML, Sekhar KR..  (2015)  Development and validation of a novel assay to identify radiosensitizers that target nucleophosmin 1.,  23  (13): [PMID:25922180] [10.1016/j.bmc.2015.04.018]

2. Penthala NR, Ketkar A, Sekhar KR, Freeman ML, Eoff RL, Balusu R, Crooks PA..  (2015)  1-Benzyl-2-methyl-3-indolylmethylene barbituric acid derivatives: Anti-cancer agents that target nucleophosmin 1 (NPM1).,  23  (22): [PMID:26602084] [10.1016/j.bmc.2015.10.019]

Source

Source(1):

• Scientific Literature