6-Cyclobutoxy-(R)-4-[((1S,2S,4S,5Z/E)-5-ethylidene-1-azabicyclo-[2.2.2]octan-2-yl)hydroxymethyl]quinoline

ID: ALA4587056

Chembl Id: CHEMBL4587056

PubChem CID: 155566639

Max Phase: Preclinical

Molecular Formula: C23H28N2O2

Molecular Weight: 364.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC=C1C[N@]2CC[C@H]1C[C@H]2[C@H](O)c1ccnc2ccc(OC3CCC3)cc12

Standard InChI:  InChI=1S/C23H28N2O2/c1-2-15-14-25-11-9-16(15)12-22(25)23(26)19-8-10-24-21-7-6-18(13-20(19)21)27-17-4-3-5-17/h2,6-8,10,13,16-17,22-23,26H,3-5,9,11-12,14H2,1H3/t16-,22-,23+/m0/s1

Standard InChI Key:  WOIJMXKIXUYUJK-IRBZQWRBSA-N

Alternative Forms

1. Parent:

   

   ALA4587056

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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

Calculated Properties

Molecular Weight: 364.49

Molecular Weight (Monoisotopic): 364.2151

AlogP: 4.24

#Rotatable Bonds: 4

Polar Surface Area: 45.59

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.89

CX Basic pKa: 8.22

CX LogP: 3.40

CX LogD: 2.52

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.82

Np Likeness Score: 0.86

References

1. Wang X, Zeng Y, Sheng L, Larson P, Liu X, Zou X, Wang S, Guo K, Ma C, Zhang G, Cui H, Ferguson DM, Li Y, Zhang J, Aldrich CC..  (2019)  A Cinchona Alkaloid Antibiotic That Appears To Target ATP Synthase in Streptococcus pneumoniae.,  62  (5): [PMID:30779564] [10.1021/acs.jmedchem.8b01353]

Source

Source(1):

• Scientific Literature