ID: ALA4286363

Max Phase: Preclinical

Molecular Formula: C42H57N11O8

Molecular Weight: 843.99

Molecule Type: Small molecule

Representations

Canonical SMILES:  C/N=C(/NC)NCCC[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CO)NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)CN)C(=O)N[C@@H](Cc1ccccc1)C(N)=O

Standard InChI:  InChI=1S/C42H57N11O8/c1-45-42(46-2)47-20-12-19-30(38(58)51-31(37(44)57)21-27-13-6-3-7-14-27)50-40(60)33(23-29-17-10-5-11-18-29)52-41(61)34(26-54)53-39(59)32(22-28-15-8-4-9-16-28)49-36(56)25-48-35(55)24-43/h3-11,13-18,30-34,54H,12,19-26,43H2,1-2H3,(H2,44,57)(H,48,55)(H,49,56)(H,50,60)(H,51,58)(H,52,61)(H,53,59)(H2,45,46,47)/t30-,31-,32-,33-,34-/m0/s1

Standard InChI Key:  BUTLEQIALMEFRP-LJADHVKFSA-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: 843.99

Molecular Weight (Monoisotopic): 843.4392

AlogP: -2.73

#Rotatable Bonds: 24

Polar Surface Area: 300.36

Molecular Species: BASE

HBA: 10

HBD: 11

#RO5 Violations: 2

HBA (Lipinski): 19

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.68

CX Basic pKa: 11.50

CX LogP: -2.90

CX LogD: -5.21

Aromatic Rings: 3

Heavy Atoms: 61

QED Weighted: 0.03

Np Likeness Score: -0.18

References

1. Alim K, Lefranc B, Sopkova-de Oliveira Santos J, Dubessy C, Picot M, Boutin JA, Vaudry H, Chartrel N, Vaudry D, Chuquet J, Leprince J..  (2018)  Design, Synthesis, Molecular Dynamics Simulation, and Functional Evaluation of a Novel Series of 26RFa Peptide Analogues Containing a Mono- or Polyalkyl Guanidino Arginine Derivative.,  61  (22): [PMID:30358997] [10.1021/acs.jmedchem.8b01332]

Source

Source(1):

• Scientific Literature