ID: ALA589604

Max Phase: Preclinical

Molecular Formula: C18H20ClNO4

Molecular Weight: 349.81

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc(CCNC(=O)Cc2ccc(O)c(Cl)c2)cc1OC

Standard InChI:  InChI=1S/C18H20ClNO4/c1-23-16-6-4-12(10-17(16)24-2)7-8-20-18(22)11-13-3-5-15(21)14(19)9-13/h3-6,9-10,21H,7-8,11H2,1-2H3,(H,20,22)

Standard InChI Key:  CNGFCLHONMXJKJ-UHFFFAOYSA-N

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

Properties

Molecular Weight: 349.81

Molecular Weight (Monoisotopic): 349.1081

AlogP: 2.96

#Rotatable Bonds: 7

Polar Surface Area: 67.79

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.93

CX Basic pKa:

CX LogP: 3.03

CX LogD: 2.92

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.81

Np Likeness Score: -0.49

References

1. Davis RA, Innocenti A, Poulsen SA, Supuran CT..  (2010)  Carbonic anhydrase inhibitors. Identification of selective inhibitors of the human mitochondrial isozymes VA and VB over the cytosolic isozymes I and II from a natural product-based phenolic library.,  18  (1): [PMID:19962903] [10.1016/j.bmc.2009.11.021]

2. Davis RA, Hofmann A, Osman A, Hall RA, Mühlschlegel FA, Vullo D, Innocenti A, Supuran CT, Poulsen SA..  (2011)  Natural product-based phenols as novel probes for mycobacterial and fungal carbonic anhydrases.,  54  (6): [PMID:21332115] [10.1021/jm1013242]

Source

Source(1):

• Scientific Literature