4-((3-nitro-2-(trifluoromethyl)-2H-chromen-6-yl)ethynyl)benzoic acid

ID: ALA4857492

Chembl Id: CHEMBL4857492

PubChem CID: 164615845

Max Phase: Preclinical

Molecular Formula: C19H10F3NO5

Molecular Weight: 389.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(C#Cc2ccc3c(c2)C=C([N+](=O)[O-])C(C(F)(F)F)O3)cc1

Standard InChI:  InChI=1S/C19H10F3NO5/c20-19(21,22)17-15(23(26)27)10-14-9-12(5-8-16(14)28-17)2-1-11-3-6-13(7-4-11)18(24)25/h3-10,17H,(H,24,25)

Standard InChI Key:  YHEJLDMRDBHXIJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4857492

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 389.29

Molecular Weight (Monoisotopic): 389.0511

AlogP: 3.73

#Rotatable Bonds: 2

Polar Surface Area: 89.67

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.21

CX Basic pKa: ┄

CX LogP: 4.32

CX LogD: 1.29

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.48

Np Likeness Score: -0.29

References

1. Jung YH, Jain S, Gopinatth V, Phung NB, Gao ZG, Jacobson KA..  (2021)  Structure activity relationship of 3-nitro-2-(trifluoromethyl)-2H-chromene derivatives as P2Y₆ receptor antagonists.,  41  [PMID:33831560] [10.1016/j.bmcl.2021.128008]

2. Jung YH, Shah Q, Lewicki SA, Pramanik A, Gopinatth V, Pelletier J, Sévigny J, Iqbal J, Jacobson KA..  (2022)  Synthesis and pharmacological characterization of multiply substituted 2H-chromene derivatives as P2Y₆ receptor antagonists.,  75  [PMID:36089113] [10.1016/j.bmcl.2022.128981]

Source

Source(1):

• Scientific Literature