OXYPERTINE

ID: ALA2107011

Chembl Id: CHEMBL2107011

Cas Number: 153-87-7

PubChem CID: 4640

Max Phase: Approved

Molecular Formula: C23H29N3O2

Molecular Weight: 379.50

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Integrin (flavone) | Oxipertine | WIN 18,501-2 | WIN-18501-2 | WIN-185012 | oxypertine|153-87-7|Equipertine|Forit|Opertil|Oxipertine|WIN 18501-2|1H-Indole, 5,6-dimethoxy-2-methyl-3-(2-(4-phenyl-1-piperazinyl)ethyl)-|WIN 18,501-2|5JGL4G25R7|5,6-Dimethoxy-2-methyl-3-[2-(4-phenyl-1-piperazinyl)ethyl]-1H-indole|5,6-dimethoxy-2-methyl-3-[2-(4-phenylpiperazin-1-yl)ethyl]-1H-indole|WIN-185012|WIN-18501-2|Oxipertinum|5,6-Dimethoxy-2-methyl-3-(2-(4-phenyl-1-piperazinyl)ethyl)indole|5,6-Dimethoxy-2-methylShow More⌵

Trade Names(1): Integrin

Canonical SMILES:  COc1cc2[nH]c(C)c(CCN3CCN(c4ccccc4)CC3)c2cc1OC

Standard InChI:  InChI=1S/C23H29N3O2/c1-17-19(20-15-22(27-2)23(28-3)16-21(20)24-17)9-10-25-11-13-26(14-12-25)18-7-5-4-6-8-18/h4-8,15-16,24H,9-14H2,1-3H3

Standard InChI Key:  XCWPUUGSGHNIDZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2107011

   OXYPERTINE

2. Alternative Forms:

   

   ALA2107011

   Oxypertine hydrochloride

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: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 379.50

Molecular Weight (Monoisotopic): 379.2260

AlogP: 3.86

#Rotatable Bonds: 6

Polar Surface Area: 40.73

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.51

CX LogP: 3.92

CX LogD: 2.79

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.71

Np Likeness Score: -0.98

References

1. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

2. Biour M, Ben Salem C, Chazouillères O, Grangé JD, Serfaty L, Poupon R..  (2004)  [Drug-induced liver injury; fourteenth updated edition of the bibliographic database of liver injuries and related drugs].,  28  (8-9): [PMID:15646539] [10.1016/s0399-8320(04)95062-2]

3. WHO Anatomical Therapeutic Chemical Classification, 

4. British National Formulary (72nd edition), 

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

6. Sutherland JJ, Yonchev D, Fekete A, Urban L..  (2023)  A preclinical secondary pharmacology resource illuminates target-adverse drug reaction associations of marketed drugs.,  14  (1): [PMID:37468498] [10.1038/s41467-023-40064-9]

Source

Source(5):

• Scientific Literature
• USP Dictionary of USAN and International Drug Names
• WHO Anatomical Therapeutic Chemical Classification
• British National Formulary
• IMI-CARE SARS-CoV-2 Data