ID: ALA4285535

Max Phase: Preclinical

Molecular Formula: C35H41F3N8O5

Molecular Weight: 710.76

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCC[C@H](NC(=O)[C@@H](Cc1ccc(C(F)(F)F)cc1)NC(=O)[C@H](Cc1cnc[nH]1)NC(C)=O)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(N)=O

Standard InChI:  InChI=1S/C35H41F3N8O5/c1-3-4-8-27(32(49)45-28(31(39)48)15-22-17-41-26-9-6-5-7-25(22)26)44-33(50)29(14-21-10-12-23(13-11-21)35(36,37)38)46-34(51)30(43-20(2)47)16-24-18-40-19-42-24/h5-7,9-13,17-19,27-30,41H,3-4,8,14-16H2,1-2H3,(H2,39,48)(H,40,42)(H,43,47)(H,44,50)(H,45,49)(H,46,51)/t27-,28-,29+,30-/m0/s1

Standard InChI Key:  VJXLJBSRIOMQLS-ZXYZSCNASA-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: 710.76

Molecular Weight (Monoisotopic): 710.3152

AlogP: 2.57

#Rotatable Bonds: 17

Polar Surface Area: 203.96

Molecular Species: NEUTRAL

HBA: 6

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.59

CX Basic pKa: 6.74

CX LogP: 1.75

CX LogD: 1.69

Aromatic Rings: 4

Heavy Atoms: 51

QED Weighted: 0.09

Np Likeness Score: -0.34

References

1. Mowlazadeh Haghighi S, Zhou Y, Dai J, Sawyer JR, Hruby VJ, Cai M..  (2018)  Replacement of Arg with Nle and modified D-Phe in the core sequence of MSHs, Ac-His-D-Phe-Arg-Trp-NH2, leads to hMC1R selectivity and pigmentation.,  151  [PMID:29679901] [10.1016/j.ejmech.2018.04.021]

Source

Source(1):

• Scientific Literature