ID: ALA4072210

Max Phase: Preclinical

Molecular Formula: C26H31N3O8

Molecular Weight: 513.55

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1c(C2CCCN2)cc(O)c2c1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]3(O)C(O)=C1C2=O

Standard InChI:  InChI=1S/C26H31N3O8/c1-29(2)19-13-8-10-7-12-17(15(30)9-11(22(12)37-3)14-5-4-6-28-14)20(31)16(10)23(33)26(13,36)24(34)18(21(19)32)25(27)35/h9-10,13-14,19,28,30,32-33,36H,4-8H2,1-3H3,(H2,27,35)/t10-,13-,14?,19-,26-/m0/s1

Standard InChI Key:  XZGMGHSQEFSTBP-OIGVRRQRSA-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: 513.55

Molecular Weight (Monoisotopic): 513.2111

AlogP: 0.55

#Rotatable Bonds: 4

Polar Surface Area: 182.65

Molecular Species: ZWITTERION

HBA: 10

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.71

CX Basic pKa: 8.94

CX LogP: -3.31

CX LogD: -3.49

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.31

Np Likeness Score: 1.55

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