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

ID: ALA544292

Chembl Id: CHEMBL544292

PubChem CID: 45260685

Max Phase: Preclinical

Molecular Formula: C18H26ClNO3

Molecular Weight: 303.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@@]12CCN(CC3CCCO3)C[C@@H]1Oc1ccc(O)cc12.Cl

Standard InChI:  InChI=1S/C18H25NO3.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;/h5-6,10,14,17,20H,2-4,7-9,11-12H2,1H3;1H/t14?,17-,18-;/m0./s1

Standard InChI Key:  ITEZJNFDIYKIEZ-WFGUCNKWSA-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: 303.40

Molecular Weight (Monoisotopic): 303.1834

AlogP: 2.69

#Rotatable Bonds: 3

Polar Surface Area: 41.93

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.93

CX Basic pKa: 8.51

CX LogP: 2.59

CX LogD: 1.60

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.93

Np Likeness Score: 0.86

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