2-(3-((4,6-dioxo-2-thioxotetrahydropyrimidin-5(6H)-ylidene)methyl)-2,5-dimethyl-1H-pyrrol-1-yl)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile

ID: ALA3220311

Chembl Id: CHEMBL3220311

PubChem CID: 1203083

Max Phase: Preclinical

Molecular Formula: C20H18N4O2S2

Molecular Weight: 410.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C=C2C(=O)NC(=S)NC2=O)c(C)n1-c1sc2c(c1C#N)CCCC2

Standard InChI:  InChI=1S/C20H18N4O2S2/c1-10-7-12(8-14-17(25)22-20(27)23-18(14)26)11(2)24(10)19-15(9-21)13-5-3-4-6-16(13)28-19/h7-8H,3-6H2,1-2H3,(H2,22,23,25,26,27)

Standard InChI Key:  GKAAQTOOHJLZDC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3220311

   2-(3-{[4,6-dioxo-2-thioxotetrahydro-5(2H)-pyrimidinylidene]methyl}-2,5-dimethyl-1H-pyrrol-1-yl)-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile

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: 410.52

Molecular Weight (Monoisotopic): 410.0871

AlogP: 2.82

#Rotatable Bonds: 2

Polar Surface Area: 86.92

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.44

CX Basic pKa: ┄

CX LogP: 4.42

CX LogD: 4.14

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.45

Np Likeness Score: -2.03

References

1. Blackburn TJ, Ahmed S, Coxon CR, Liu J, Lu X, Golding BT, Griffin RJ, Hutton C, Newell DR, Ojo S, Watson AF, Zaytzev A, Zhao Y, Lunec J, Hardcastle IR..  (2013)  Diaryl- and triaryl-pyrrole derivatives: inhibitors of the MDM2-p53 and MDMX-p53 protein-protein interactions†Electronic supplementary information (ESI) available: Experimental details for compound synthesis, analytical data for all compounds and intermediates. Details for the biological evaluation. Further details for the modeling. Table of combustion analysis data. See DOI: 10.1039/c3md00161jClick here for additional data file.,  4  (9): [PMID:24078862] [10.1039/c3md00161j]

Source

Source(1):

• Scientific Literature