[3,5-bis(trifluoromethyl)phenyl]methyl 3-[[(2S)-2-[[2-(benzyloxycarbonylamino)acetyl]amino]-4-methyl-pentanoyl]amino]-1,2,4,9-tetrahydropyrido[2,3-b]indole-3-carboxylate

ID: ALA5271987

Max Phase: Preclinical

Molecular Formula: C37H37F6N5O6

Molecular Weight: 761.72

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)CNC(=O)OCc1ccccc1)C(=O)NC1(C(=O)OCc2cc(C(F)(F)F)cc(C(F)(F)F)c2)CNc2[nH]c3ccccc3c2C1

Standard InChI:  InChI=1S/C37H37F6N5O6/c1-21(2)12-29(46-30(49)17-44-34(52)54-18-22-8-4-3-5-9-22)32(50)48-35(16-27-26-10-6-7-11-28(26)47-31(27)45-20-35)33(51)53-19-23-13-24(36(38,39)40)15-25(14-23)37(41,42)43/h3-11,13-15,21,29,45,47H,12,16-20H2,1-2H3,(H,44,52)(H,46,49)(H,48,50)/t29-,35?/m0/s1

Standard InChI Key:  PNPDRFDLRYVDNH-SZVSUXHCSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5271987

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 761.72

Molecular Weight (Monoisotopic): 761.2648

AlogP: 6.23

#Rotatable Bonds: 12

Polar Surface Area: 150.65

Molecular Species: NEUTRAL

HBA: 7

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.41

CX Basic pKa: 1.29

CX LogP: 6.04

CX LogD: 6.04

Aromatic Rings: 4

Heavy Atoms: 54

QED Weighted: 0.08

Np Likeness Score: -0.45

References

1. Van der Poorten O, Knuhtsen A, Sejer Pedersen D, Ballet S, Tourwé D..  (2016)  Side Chain Cyclized Aromatic Amino Acids: Great Tools as Local Constraints in Peptide and Peptidomimetic Design.,  59  (24): [PMID:27690430] [10.1021/acs.jmedchem.6b01029]

Source

Source(1):

• Scientific Literature