4-hydroxy-11-[(1-hydroxycyclopropyl)methyl]-11-azatetracyclo[7.4.4.0^{1,9}.0^{2,7}]heptadeca-2(7),3,5-trien-15-one

ID: ALA1797686

Chembl Id: CHEMBL1797686

PubChem CID: 53307605

Max Phase: Preclinical

Molecular Formula: C20H25NO3

Molecular Weight: 327.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1CCC23Cc4ccc(O)cc4C2(CCN(CC2(O)CC2)C3)C1

Standard InChI:  InChI=1S/C20H25NO3/c22-15-2-1-14-10-18-4-3-16(23)11-20(18,17(14)9-15)7-8-21(12-18)13-19(24)5-6-19/h1-2,9,22,24H,3-8,10-13H2

Standard InChI Key:  HIXLAMQESUHGDK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1797686

   4-Hydroxy-11-[(1-hydroxycyclopropyl)methyl]-11-azatetracyclo[7.4.4.01,9.02,7]heptadeca-2(7),3,5-trien-15-one

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: 327.42

Molecular Weight (Monoisotopic): 327.1834

AlogP: 2.16

#Rotatable Bonds: 2

Polar Surface Area: 60.77

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.80

CX Basic pKa: 8.93

CX LogP: 1.37

CX LogD: 0.13

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.87

Np Likeness Score: 1.35

References

1. Yamamoto N, Fujii H, Nemoto T, Nakajima R, Momen S, Izumimoto N, Hasebe K, Mochizuki H, Nagase H..  (2011)  Synthesis of new opioid derivatives with a propellane skeleton and their pharmacology: part 1.,  21  (13): [PMID:21641798] [10.1016/j.bmcl.2011.04.147]

Source

Source(1):

• Scientific Literature