(-)-bremazocine

ID: ALA1797687

Chembl Id: CHEMBL1797687

Cas Number: 83829-76-9

PubChem CID: 107697

Max Phase: Preclinical

Molecular Formula: C20H29NO2

Molecular Weight: 315.46

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (-)-Bremazocine | Bremazocine|dl-Bremazocine|Bremazocine [INN]|(+-)-Bremazocine|UNII-ISF76M2DBE|ISF76M2DBE|CHEMBL1797687|83829-76-9|2,6-Methano-3-benzazocin-8-ol, 6-ethyl-1,2,3,4,5,6-hexahydro-3-((1-hydroxycyclopropyl)methyl)-11,11-dimethyl-|BDBM50347177|PDSP1_001435|PDSP2_001419

Canonical SMILES:  CCC12CCN(CC3(O)CC3)[C@H](Cc3ccc(O)cc31)C2(C)C

Standard InChI:  InChI=1S/C20H29NO2/c1-4-20-9-10-21(13-19(23)7-8-19)17(18(20,2)3)11-14-5-6-15(22)12-16(14)20/h5-6,12,17,22-23H,4,7-11,13H2,1-3H3/t17-,20?/m1/s1

Standard InChI Key:  ZDXGFIXMPOUDFF-DIAVIDTQSA-N

Alternative Forms

1. Parent:

   

   ALA1797687

   dl-Bremazocine

Molecule Features

Natural Product: Yes

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: 315.46

Molecular Weight (Monoisotopic): 315.2198

AlogP: 3.22

#Rotatable Bonds: 3

Polar Surface Area: 43.70

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.47

CX Basic pKa: 9.67

CX LogP: 2.98

CX LogD: 1.00

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.90

Np Likeness Score: 1.08

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