ID: ALA605189

Max Phase: Preclinical

Molecular Formula: C12H16ClNO2

Molecular Weight: 241.72

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCNC(=O)Cc1ccc(O)c(Cl)c1

Standard InChI:  InChI=1S/C12H16ClNO2/c1-2-3-6-14-12(16)8-9-4-5-11(15)10(13)7-9/h4-5,7,15H,2-3,6,8H2,1H3,(H,14,16)

Standard InChI Key:  KPXFZJYPFARGRK-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: 241.72

Molecular Weight (Monoisotopic): 241.0870

AlogP: 2.50

#Rotatable Bonds: 5

Polar Surface Area: 49.33

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.93

CX Basic pKa:

CX LogP: 2.65

CX LogD: 2.54

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.78

Np Likeness Score: -0.85

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]

3. Vuorinen A, Engeli RT, Leugger S, Bachmann F, Akram M, Atanasov AG, Waltenberger B, Temml V, Stuppner H, Krenn L, Ateba SB, Njamen D, Davis RA, Odermatt A, Schuster D..  (2017)  Potential Antiosteoporotic Natural Product Lead Compounds That Inhibit 17β-Hydroxysteroid Dehydrogenase Type 2.,  80  (4): [PMID:28319389] [10.1021/acs.jnatprod.6b00950]

Source

Source(1):

• Scientific Literature