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

ID: ALA1835844

Chembl Id: CHEMBL1835844

PubChem CID: 56668794

Max Phase: Preclinical

Molecular Formula: C44H44F6N4O4

Molecular Weight: 806.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCCC(=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/C44H44F6N4O4/c45-43(46,47)33-24-31(25-34(27-33)44(48,49)50)29-58-42(57)39(26-32-28-51-38-15-8-7-14-37(32)38)52-40(55)16-9-17-41(56)54(35-12-5-2-6-13-35)36-19-22-53(23-20-36)21-18-30-10-3-1-4-11-30/h1-8,10-15,24-25,27-28,36,39,51H,9,16-23,26,29H2,(H,52,55)/t39-/m0/s1

Standard InChI Key:  FSXQTMXCXNMEIZ-KDXMTYKHSA-N

Alternative Forms

1. Parent:

   

   ALA1835844

   [3,5-bis(trifluoromethyl)phenyl]methyl (2S)-3-(1H-indol-3-yl)-2-[[5-oxo-5-(N-[1-(2-phenylethyl)piperidin-4-yl]anilino)pentanoyl]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: 806.85

Molecular Weight (Monoisotopic): 806.3267

AlogP: 8.89

#Rotatable Bonds: 15

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: 11.01

CX Basic pKa: 8.76

CX LogP: 8.23

CX LogD: 6.85

Aromatic Rings: 5

Heavy Atoms: 58

QED Weighted: 0.08

Np Likeness Score: -0.82

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