ID: ALA4092974

Max Phase: Preclinical

Molecular Formula: C27H34N4O7

Molecular Weight: 526.59

Molecule Type: Small molecule

Representations

Canonical SMILES:  CN(C)c1c(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/C27H34N4O7/c1-30(2)20-12(15-6-5-7-29-15)10-16(32)18-13(20)8-11-9-14-21(31(3)4)23(34)19(26(28)37)25(36)27(14,38)24(35)17(11)22(18)33/h10-11,14-15,21,29,32,34-35,38H,5-9H2,1-4H3,(H2,28,37)/t11-,14-,15?,21-,27-/m0/s1

Standard InChI Key:  MFLYUEKNKPHEOF-NLAVPISJSA-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: 526.59

Molecular Weight (Monoisotopic): 526.2427

AlogP: 0.61

#Rotatable Bonds: 4

Polar Surface Area: 176.66

Molecular Species: ZWITTERION

HBA: 10

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.82

CX Basic pKa: 9.27

CX LogP: -2.93

CX LogD: -3.20

Aromatic Rings: 1

Heavy Atoms: 38

QED Weighted: 0.30

Np Likeness Score: 1.32

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