(S)-3,5-bis(trifluoromethyl)benzyl 3-(1H-indol-3-yl)-2-(4-oxo-4-((1-phenethylpiperidin-4-yl)(phenyl)amino)butanamido)propanoate

ID: ALA1835843

Chembl Id: CHEMBL1835843

PubChem CID: 56665366

Max Phase: Preclinical

Molecular Formula: C43H42F6N4O4

Molecular Weight: 792.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCC(=O)N(c1ccccc1)C1CCN(CCc2ccccc2)CC1)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)OCc1cc(C(F)(F)F)cc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C43H42F6N4O4/c44-42(45,46)32-23-30(24-33(26-32)43(47,48)49)28-57-41(56)38(25-31-27-50-37-14-8-7-13-36(31)37)51-39(54)15-16-40(55)53(34-11-5-2-6-12-34)35-18-21-52(22-19-35)20-17-29-9-3-1-4-10-29/h1-14,23-24,26-27,35,38,50H,15-22,25,28H2,(H,51,54)/t38-/m0/s1

Standard InChI Key:  XJMWWALONVOUBI-LHEWISCISA-N

Alternative Forms

1. Parent:

   

   ALA1835843

   [3,5-bis(trifluoromethyl)phenyl]methyl (2S)-3-(1H-indol-3-yl)-2-[[4-oxo-4-(N-[1-(2-phenylethyl)piperidin-4-yl]anilino)butanoyl]amino]propanoate

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: 792.82

Molecular Weight (Monoisotopic): 792.3110

AlogP: 8.50

#Rotatable Bonds: 14

Polar Surface Area: 94.74

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.98

CX Basic pKa: 8.76

CX LogP: 7.78

CX LogD: 6.40

Aromatic Rings: 5

Heavy Atoms: 57

QED Weighted: 0.09

Np Likeness Score: -0.84

References

1. Vardanyan R, Kumirov VK, Nichol GS, Davis P, Liktor-Busa E, Rankin D, Varga E, Vanderah T, Porreca F, Lai J, Hruby VJ..  (2011)  Synthesis and biological evaluation of new opioid agonist and neurokinin-1 antagonist bivalent ligands.,  19  (20): [PMID:21925887] [10.1016/j.bmc.2011.08.027]

Source

Source(1):

• Scientific Literature