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

ID: ALA3609619

Chembl Id: CHEMBL3609619

PubChem CID: 44176458

Max Phase: Preclinical

Molecular Formula: C32H30F6N4O5

Molecular Weight: 664.60

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  C[C@@H](NC(=O)[C@@H](N)Cc1ccc(O)cc1)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/C32H30F6N4O5/c1-17(41-29(45)25(39)12-18-6-8-23(43)9-7-18)28(44)42-27(13-20-15-40-26-5-3-2-4-24(20)26)30(46)47-16-19-10-21(31(33,34)35)14-22(11-19)32(36,37)38/h2-11,14-15,17,25,27,40,43H,12-13,16,39H2,1H3,(H,41,45)(H,42,44)/t17-,25+,27+/m1/s1

Standard InChI Key:  ADPQCWUGLGBPRO-ISCRSJHHSA-N

Alternative Forms

1. Parent:

   

   ALA3609619

   [3,5-bis(trifluoromethyl)phenyl]methyl (2S)-2-[[(2R)-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]propanoyl]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: 664.60

Molecular Weight (Monoisotopic): 664.2120

AlogP: 4.76

#Rotatable Bonds: 11

Polar Surface Area: 146.54

Molecular Species: NEUTRAL

HBA: 6

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.48

CX Basic pKa: 7.73

CX LogP: 4.94

CX LogD: 4.58

Aromatic Rings: 4

Heavy Atoms: 47

QED Weighted: 0.12

Np Likeness Score: -0.20

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