(4aS,9aR)-4a-Ethyl-2-furan-2-ylmethyl-1,2,3,4,4a,9a-hexahydro-benzo[4,5]furo[2,3-c]pyridin-6-ol hydrochloride

ID: ALA552619

Chembl Id: CHEMBL552619

PubChem CID: 45260710

Max Phase: Preclinical

Molecular Formula: C18H22ClNO3

Molecular Weight: 299.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@@]12CCN(Cc3ccco3)C[C@@H]1Oc1ccc(O)cc12.Cl

Standard InChI:  InChI=1S/C18H21NO3.ClH/c1-2-18-7-8-19(11-14-4-3-9-21-14)12-17(18)22-16-6-5-13(20)10-15(16)18;/h3-6,9-10,17,20H,2,7-8,11-12H2,1H3;1H/t17-,18-;/m0./s1

Standard InChI Key:  VGVBJCSTEDKSLO-APTPAJQOSA-N

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: 299.37

Molecular Weight (Monoisotopic): 299.1521

AlogP: 3.30

#Rotatable Bonds: 3

Polar Surface Area: 45.84

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.92

CX Basic pKa: 7.90

CX LogP: 3.13

CX LogD: 2.50

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.94

Np Likeness Score: 0.35

References

1. Hutchison AJ, de Jesus R, Williams M, Simke JP, Neale RF, Jackson RH, Ambrose F, Barbaz BJ, Sills MA..  (1989)  Benzofuro[2,3-c]pyridin-6-ols: synthesis, affinity for opioid-receptor subtypes, and antinociceptive activity.,  32  (9): [PMID:2549247] [10.1021/jm00129a031]

Source

Source(1):

• Scientific Literature