rac-Cyclazocine

ID: ALA289683

Chembl Id: CHEMBL289683

Cas Number: 7346-09-0

PubChem CID: 19143

Max Phase: Preclinical

Molecular Formula: C18H25NO

Molecular Weight: 271.40

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Rac-Cyclazocine | CYCLAZOCINE|3572-80-3|NIH 7981|UM 407|WIN 20740|NSC-107429|2,6-Methano-3-benzazocin-8-ol, 3-(cyclopropylmethyl)-1,2,3,4,5,6-hexahydro-6,11-dimethyl-|WIN 20,740|2-Cyclopropylmethyl-2'-hydroxy-5,9-dimethyl-6,7-benzomorphan|3-(Cyclopropylmethyl)-1,2,3,4,5,6-hexahydro-6,11-dimethyl-2,6-methano-3-benzazocin-8-ol|MLS002703971|2-Cyclopropylmethyl-5,9-dimethyl-2'-hydroxy-6,7-benzomorphan|J5W1B1159C|3-Cyclopropylmethyl-6(eq),11(ax)-dimethyl-2,6-methano-3-benzazocin-8-ol|NSC107429|10-(cyShow More⌵

Canonical SMILES:  CC1C2Cc3ccc(O)cc3C1(C)CCN2CC1CC1

Standard InChI:  InChI=1S/C18H25NO/c1-12-17-9-14-5-6-15(20)10-16(14)18(12,2)7-8-19(17)11-13-3-4-13/h5-6,10,12-13,17,20H,3-4,7-9,11H2,1-2H3

Standard InChI Key:  YQYVFVRQLZMJKJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA289683

   Cyclazocine

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: 271.40

Molecular Weight (Monoisotopic): 271.1936

AlogP: 3.33

#Rotatable Bonds: 2

Polar Surface Area: 23.47

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.94

CX Basic pKa: 10.78

CX LogP: 2.92

CX LogD: 0.81

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.89

Np Likeness Score: 1.43

References

1. Wentland MP, Jo S, Gargano JM, VanAlstine MA, Cohen DJ, Bidlack JM..  (2012)  Redefining the structure-activity relationships of 2,6-methano-3-benzazocines. Part 8. High affinity ligands for opioid receptors in the picomolar Ki range: oxygenated N-(2-[1,1'-biphenyl]-4-ylethyl) analogues of 8-CAC.,  22  (24): [PMID:23142613] [10.1016/j.bmcl.2012.10.081]

2. Turnaturi R, Marrazzo A, Parenti C, Pasquinucci L..  (2018)  Benzomorphan scaffold for opioid analgesics and pharmacological tools development: A comprehensive review.,  148  [PMID:29477074] [10.1016/j.ejmech.2018.02.046]

3. Ellen Van Damme.  (2021)  Screening of ~5500 FDA-approved drugs and clinical candidates for anti-SARS-CoV-2 activity,  [10.6019/CHEMBL4651402]

Source

Source(2):

• Scientific Literature
• IMI-CARE SARS-CoV-2 Data