(R)-Oxazepam

ID: ALA1908107

PubChem CID: 921299

Max Phase: Preclinical

Molecular Formula: C15H11ClN2O2

Molecular Weight: 286.72

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (R)-Oxazepam | (R)-Oxazepam|CHEMBL1908107|AKOS015969746

Canonical SMILES:  O=C1Nc2ccc(Cl)cc2C(c2ccccc2)=N[C@@H]1O

Standard InChI:  InChI=1S/C15H11ClN2O2/c16-10-6-7-12-11(8-10)13(9-4-2-1-3-5-9)18-15(20)14(19)17-12/h1-8,15,20H,(H,17,19)/t15-/m1/s1

Standard InChI Key:  ADIMAYPTOBDMTL-OAHLLOKOSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   -0.5157   -3.4129    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3223   -3.6008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9640   -3.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3177   -1.7170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5111   -1.9324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1627   -2.6704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9640   -2.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6790   -3.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3223   -4.4258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0710   -1.3504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6790   -1.8408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3895   -3.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6623   -2.6704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3895   -2.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1090   -3.4954    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.6120   -4.8336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0373   -4.8336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0465   -5.6541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6120   -5.6586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3315   -6.0666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  5  1  0
  5  6  1  0
  6  1  1  0
  7  3  1  0
  8  3  2  0
  9  2  1  0
 10  5  2  0
 11  7  2  0
 12  8  1  0
  6 13  1  1
 14 12  2  0
 15 12  1  0
 16  9  2  0
 17  9  1  0
 18 17  2  0
 19 16  1  0
 20 18  1  0
  4  7  1  0
 19 20  2  0
 14 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1908107

   (R)-Oxazepam

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: 286.72

Molecular Weight (Monoisotopic): 286.0509

AlogP: 2.45

#Rotatable Bonds: 1

Polar Surface Area: 61.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.61

CX Basic pKa: ┄

CX LogP: 2.92

CX LogD: 2.92

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.85

Np Likeness Score: -0.23

References

1. Tukey RH, Strassburg CP..  (2000)  Human UDP-glucuronosyltransferases: metabolism, expression, and disease.,  40  (1): [PMID:10836148] [10.1146/annurev.pharmtox.40.1.581]

2. Kiang TK, Ensom MH, Chang TK..  (2005)  UDP-glucuronosyltransferases and clinical drug-drug interactions.,  106  (1): [PMID:15781124] [10.1016/j.pharmthera.2004.10.013]

Source

Source(1):

• Scientific Literature