ID: ALA2086578

Max Phase: Preclinical

Molecular Formula: C32H44N8O4

Molecular Weight: 604.76

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=C[C@]1(C)C[C@@H](OC(=O)Cn2nncc2CCCn2cnc3c(N)ncnc32)[C@]2(C)[C@H](C)CC[C@]3(CCC(=O)[C@H]32)[C@@H](C)[C@@H]1O

Standard InChI:  InChI=1S/C32H44N8O4/c1-6-30(4)14-23(31(5)19(2)9-11-32(20(3)27(30)43)12-10-22(41)26(31)32)44-24(42)16-40-21(15-37-38-40)8-7-13-39-18-36-25-28(33)34-17-35-29(25)39/h6,15,17-20,23,26-27,43H,1,7-14,16H2,2-5H3,(H2,33,34,35)/t19-,20+,23-,26+,27+,30-,31+,32+/m1/s1

Standard InChI Key:  FZEVRCTUSQXSCZ-NMUPNEDTSA-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: 604.76

Molecular Weight (Monoisotopic): 604.3486

AlogP: 3.54

#Rotatable Bonds: 8

Polar Surface Area: 163.93

Molecular Species: NEUTRAL

HBA: 12

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 4.79

CX LogP: 3.08

CX LogD: 3.08

Aromatic Rings: 3

Heavy Atoms: 44

QED Weighted: 0.29

Np Likeness Score: 0.79

References

1. Dreier I, Kumar S, Søndergaard H, Rasmussen ML, Hansen LH, List NH, Kongsted J, Vester B, Nielsen P..  (2012)  A click chemistry approach to pleuromutilin derivatives, part 2: conjugates with acyclic nucleosides and their ribosomal binding and antibacterial activity.,  55  (5): [PMID:22280300] [10.1021/jm201266b]

2. Dreier I, Hansen LH, Nielsen P, Vester B..  (2014)  A click chemistry approach to pleuromutilin derivatives. Part 3: extended footprinting analysis and excellent MRSA inhibition for a derivative with an adenine phenyl side chain.,  24  (4): [PMID:24486133] [10.1016/j.bmcl.2014.01.019]

Source

Source(1):

• Scientific Literature