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

ID: ALA3609617

Chembl Id: CHEMBL3609617

PubChem CID: 44176572

Max Phase: Preclinical

Molecular Formula: C34H33F6N5O6

Molecular Weight: 721.66

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  C[C@@H](NC(=O)[C@@H](N)Cc1ccc(O)cc1)C(=O)NCC(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)OCc1cc(C(F)(F)F)cc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C34H33F6N5O6/c1-18(44-31(49)26(41)12-19-6-8-24(46)9-7-19)30(48)43-16-29(47)45-28(13-21-15-42-27-5-3-2-4-25(21)27)32(50)51-17-20-10-22(33(35,36)37)14-23(11-20)34(38,39)40/h2-11,14-15,18,26,28,42,46H,12-13,16-17,41H2,1H3,(H,43,48)(H,44,49)(H,45,47)/t18-,26+,28+/m1/s1

Standard InChI Key:  VUBAEISRKSELTE-OGPKSRJFSA-N

Alternative Forms

1. Parent:

   

   ALA3609617

   [3,5-bis(trifluoromethyl)phenyl]methyl (2S)-2-[[2-[[(2R)-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]propanoyl]amino]acetyl]amino]-3-(1H-indol-3-yl)propanoate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 721.66

Molecular Weight (Monoisotopic): 721.2335

AlogP: 3.87

#Rotatable Bonds: 13

Polar Surface Area: 175.64

Molecular Species: NEUTRAL

HBA: 7

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.48

CX Basic pKa: 7.73

CX LogP: 3.83

CX LogD: 3.48

Aromatic Rings: 4

Heavy Atoms: 51

QED Weighted: 0.09

Np Likeness Score: -0.33

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