ID: ALA4794374

Max Phase: Preclinical

Molecular Formula: C22H22N2O

Molecular Weight: 330.43

Molecule Type: Unknown

Representations

Canonical SMILES:  CC(O)c1nccn1CCCc1ccc(C#Cc2ccccc2)cc1

Standard InChI:  InChI=1S/C22H22N2O/c1-18(25)22-23-15-17-24(22)16-5-8-20-10-13-21(14-11-20)12-9-19-6-3-2-4-7-19/h2-4,6-7,10-11,13-15,17-18,25H,5,8,16H2,1H3

Standard InChI Key:  IIUAONJNKIFKNQ-UHFFFAOYSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 330.43

Molecular Weight (Monoisotopic): 330.1732

AlogP: 3.97

#Rotatable Bonds: 5

Polar Surface Area: 38.05

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.83

CX Basic pKa: 5.44

CX LogP: 4.53

CX LogD: 4.53

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.72

Np Likeness Score: -0.92

References

1. Yamada Y,Takashima H,Walmsley DL,Ushiyama F,Matsuda Y,Kanazawa H,Yamaguchi-Sasaki T,Tanaka-Yamamoto N,Yamagishi J,Kurimoto-Tsuruta R,Ogata Y,Ohtake N,Angove H,Baker L,Harris R,Macias A,Robertson A,Surgenor A,Watanabe H,Nakano K,Mima M,Iwamoto K,Okada A,Takata I,Hitaka K,Tanaka A,Fujita K,Sugiyama H,Hubbard RE.  (2020)  Fragment-Based Discovery of Novel Non-Hydroxamate LpxC Inhibitors with Antibacterial Activity.,  63  (23): [PMID:33210531] [10.1021/acs.jmedchem.0c01215]

Source

Source(1):

• Scientific Literature