ID: ALA4085231

Max Phase: Preclinical

Molecular Formula: C25H29N3O7

Molecular Weight: 483.52

Molecule Type: Small molecule

Representations

Canonical SMILES:  CN(C)[C@@H]1C(O)=C(C(N)=O)C(=O)[C@@]2(O)C(O)=C3C(=O)c4c(O)cc([C@@H]5CCCN5)cc4C[C@H]3C[C@@H]12

Standard InChI:  InChI=1S/C25H29N3O7/c1-28(2)19-13-8-12-7-11-6-10(14-4-3-5-27-14)9-15(29)16(11)20(30)17(12)22(32)25(13,35)23(33)18(21(19)31)24(26)34/h6,9,12-14,19,27,29,31-32,35H,3-5,7-8H2,1-2H3,(H2,26,34)/t12-,13-,14-,19-,25-/m0/s1

Standard InChI Key:  ZOUMVSGERJEVOH-QSACNVNNSA-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: 483.52

Molecular Weight (Monoisotopic): 483.2006

AlogP: 0.55

#Rotatable Bonds: 3

Polar Surface Area: 173.42

Molecular Species: ZWITTERION

HBA: 9

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.86

CX Basic pKa: 10.08

CX LogP: -3.43

CX LogD: -3.46

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.34

Np Likeness Score: 1.62

References

1. Deng Y, Sun C, Hunt DK, Fyfe C, Chen CL, Grossman TH, Sutcliffe JA, Xiao XY..  (2017)  Heterocyclyl Tetracyclines. 1. 7-Trifluoromethyl-8-Pyrrolidinyltetracyclines: Potent, Broad Spectrum Antibacterial Agents with Enhanced Activity against Pseudomonas aeruginosa.,  60  (6): [PMID:28248499] [10.1021/acs.jmedchem.6b01903]

Source

Source(1):

• Scientific Literature