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

ID: ALA1835845

Chembl Id: CHEMBL1835845

PubChem CID: 56682292

Max Phase: Preclinical

Molecular Formula: C43H42F6N4O5

Molecular Weight: 808.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(COCC(=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/C43H42F6N4O5/c44-42(45,46)32-21-30(22-33(24-32)43(47,48)49)26-58-41(56)38(23-31-25-50-37-14-8-7-13-36(31)37)51-39(54)27-57-28-40(55)53(34-11-5-2-6-12-34)35-16-19-52(20-17-35)18-15-29-9-3-1-4-10-29/h1-14,21-22,24-25,35,38,50H,15-20,23,26-28H2,(H,51,54)/t38-/m0/s1

Standard InChI Key:  ISKBUGHVJHBDHX-LHEWISCISA-N

Alternative Forms

1. Parent:

   

   ALA1835845

   [3,5-bis(trifluoromethyl)phenyl]methyl (2S)-3-(1H-indol-3-yl)-2-[[2-[2-oxo-2-(N-[1-(2-phenylethyl)piperidin-4-yl]anilino)ethoxy]acetyl]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: 808.82

Molecular Weight (Monoisotopic): 808.3059

AlogP: 7.73

#Rotatable Bonds: 15

Polar Surface Area: 103.97

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.69

CX Basic pKa: 8.76

CX LogP: 7.17

CX LogD: 5.88

Aromatic Rings: 5

Heavy Atoms: 58

QED Weighted: 0.08

Np Likeness Score: -0.92

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