(S)-3,5-bis(trifluoromethyl)benzyl 2-((R)-2-((S)-2-amino-3-(4-hydroxy-2,6-dimethylphenyl)propanamido)propanamido)-3-(1H-indol-3-yl)propanoate

ID: ALA3609620

Chembl Id: CHEMBL3609620

PubChem CID: 122187724

Max Phase: Preclinical

Molecular Formula: C34H34F6N4O5

Molecular Weight: 692.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(O)cc(C)c1C[C@H](N)C(=O)N[C@H](C)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)OCc1cc(C(F)(F)F)cc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C34H34F6N4O5/c1-17-8-24(45)9-18(2)26(17)14-27(41)31(47)43-19(3)30(46)44-29(12-21-15-42-28-7-5-4-6-25(21)28)32(48)49-16-20-10-22(33(35,36)37)13-23(11-20)34(38,39)40/h4-11,13,15,19,27,29,42,45H,12,14,16,41H2,1-3H3,(H,43,47)(H,44,46)/t19-,27+,29+/m1/s1

Standard InChI Key:  ZGKMSCDQIDVSIK-FNFCYJGBSA-N

Alternative Forms

1. Parent:

   

   ALA3609620

   ---

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

Calculated Properties

Molecular Weight: 692.66

Molecular Weight (Monoisotopic): 692.2433

AlogP: 5.37

#Rotatable Bonds: 11

Polar Surface Area: 146.54

Molecular Species: NEUTRAL

HBA: 6

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.71

CX Basic pKa: 7.75

CX LogP: 6.01

CX LogD: 5.59

Aromatic Rings: 4

Heavy Atoms: 49

QED Weighted: 0.11

Np Likeness Score: -0.17

References

1. Nair P, Yamamoto T, Cowell S, Kulkarni V, Moye S, Navratilova E, Davis P, Ma SW, Vanderah TW, Lai J, Porreca F, Hruby VJ..  (2015)  Discovery of tripeptide-derived multifunctional ligands possessing delta/mu opioid receptor agonist and neurokinin 1 receptor antagonist activities.,  25  (17): [PMID:26212775] [10.1016/j.bmcl.2015.06.030]

Source

Source(1):

• Scientific Literature