ethyl-2-amino-3-cyano-9-methyl-4-(trifluoromethyl)-4,9-dihydropyrano[2,3-b]indole-4-carboxylate

ID: ALA4282737

Chembl Id: CHEMBL4282737

PubChem CID: 141495410

Max Phase: Preclinical

Molecular Formula: C17H14F3N3O3

Molecular Weight: 365.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1(C(F)(F)F)C(C#N)=C(N)Oc2c1c1ccccc1n2C

Standard InChI:  InChI=1S/C17H14F3N3O3/c1-3-25-15(24)16(17(18,19)20)10(8-21)13(22)26-14-12(16)9-6-4-5-7-11(9)23(14)2/h4-7H,3,22H2,1-2H3

Standard InChI Key:  DHRIVAPPNSTJCE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4282737

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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: 365.31

Molecular Weight (Monoisotopic): 365.0987

AlogP: 2.63

#Rotatable Bonds: 2

Polar Surface Area: 90.27

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 1.35

CX LogP: 2.67

CX LogD: 2.67

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.83

Np Likeness Score: -0.53

References

1. Yang Q, Ding Y, Feng F, Pan E, Fan X, Ma X, Chen L, Zhao J, Sun C..  (2017)  Structure-optimized dihydropyranoindole derivative GIBH-LRA002 potentially reactivated viral latency in primary CD4+ T lymphocytes of chronic HIV-1 patients.,  8  (9): [PMID:30108890] [10.1039/C7MD00327G]

Source

Source(1):

• Scientific Literature