3-(Benzo[d][1,3]dioxol-5-ylmethyl)-1-(thiazol-2-yl)chromeno[2,3-c]pyrrol-9(2H)-one

ID: ALA4099219

Chembl Id: CHEMBL4099219

PubChem CID: 132489333

Max Phase: Preclinical

Molecular Formula: C22H14N2O4S

Molecular Weight: 402.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1c2ccccc2oc2c(Cc3ccc4c(c3)OCO4)[nH]c(-c3nccs3)c12

Standard InChI:  InChI=1S/C22H14N2O4S/c25-20-13-3-1-2-4-15(13)28-21-14(24-19(18(20)21)22-23-7-8-29-22)9-12-5-6-16-17(10-12)27-11-26-16/h1-8,10,24H,9,11H2

Standard InChI Key:  ZUGQSSCMJHOUMY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4099219

   ---

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: 402.43

Molecular Weight (Monoisotopic): 402.0674

AlogP: 4.72

#Rotatable Bonds: 3

Polar Surface Area: 77.35

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.97

CX Basic pKa: 2.14

CX LogP: 4.12

CX LogD: 4.12

Aromatic Rings: 5

Heavy Atoms: 29

QED Weighted: 0.47

Np Likeness Score: -0.27

References

1. Wu D, Zhang T, Chen Y, Huang Y, Geng H, Yu Y, Zhang C, Lai Z, Wu Y, Guo X, Chen J, Luo HB..  (2017)  Discovery and Optimization of Chromeno[2,3-c]pyrrol-9(2H)-ones as Novel Selective and Orally Bioavailable Phosphodiesterase 5 Inhibitors for the Treatment of Pulmonary Arterial Hypertension.,  60  (15): [PMID:28686445] [10.1021/acs.jmedchem.7b00523]

Source

Source(1):

• Scientific Literature