(3-Benzothiazol-2-ylmethyl-7-nitro-4-oxo-3,4-dihydro-phthalazin-1-yl)-acetic acid

ID: ALA278522

Chembl Id: CHEMBL278522

PubChem CID: 14810770

Max Phase: Preclinical

Molecular Formula: C18H12N4O5S

Molecular Weight: 396.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)Cc1nn(Cc2nc3ccccc3s2)c(=O)c2ccc([N+](=O)[O-])cc12

Standard InChI:  InChI=1S/C18H12N4O5S/c23-17(24)8-14-12-7-10(22(26)27)5-6-11(12)18(25)21(20-14)9-16-19-13-3-1-2-4-15(13)28-16/h1-7H,8-9H2,(H,23,24)

Standard InChI Key:  UNRIONDDDLYYIB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA278522

   (3-Benzothiazol-2-ylmethyl-7-nitro-4-oxo-3,4-dihydro-phthalazin-1-yl)-acetic acid

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: 396.38

Molecular Weight (Monoisotopic): 396.0528

AlogP: 2.59

#Rotatable Bonds: 5

Polar Surface Area: 128.22

Molecular Species: ACID

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.63

CX Basic pKa: 2.46

CX LogP: 2.58

CX LogD: -0.53

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.41

Np Likeness Score: -1.94

References

1. Mylari BL, Larson ER, Beyer TA, Zembrowski WJ, Aldinger CE, Dee MF, Siegel TW, Singleton DH..  (1991)  Novel, potent aldose reductase inhibitors: 3,4-dihydro-4-oxo-3-[[5-(trifluoromethyl)-2-benzothiazolyl] methyl]-1-phthalazineacetic acid (zopolrestat) and congeners.,  34  (1): [PMID:1899452] [10.1021/jm00105a018]

Source

Source(1):

• Scientific Literature