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

ID: ALA5278537

Max Phase: Preclinical

Molecular Formula: C37H36F6N4O6

Molecular Weight: 746.70

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)CNC(=O)OCc1ccccc1)C(=O)N1Cc2[nH]c3ccccc3c2C[C@H]1C(=O)OCc1cc(C(F)(F)F)cc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C37H36F6N4O6/c1-21(2)12-29(46-32(48)17-44-35(51)53-19-22-8-4-3-5-9-22)33(49)47-18-30-27(26-10-6-7-11-28(26)45-30)16-31(47)34(50)52-20-23-13-24(36(38,39)40)15-25(14-23)37(41,42)43/h3-11,13-15,21,29,31,45H,12,16-20H2,1-2H3,(H,44,51)(H,46,48)/t29-,31-/m0/s1

Standard InChI Key:  JXTKCJKWJDHOHE-SMCANUKXSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5278537

   ---

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: 746.70

Molecular Weight (Monoisotopic): 746.2539

AlogP: 6.66

#Rotatable Bonds: 11

Polar Surface Area: 129.83

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.30

CX Basic pKa: ┄

CX LogP: 6.47

CX LogD: 6.47

Aromatic Rings: 4

Heavy Atoms: 53

QED Weighted: 0.12

Np Likeness Score: -0.60

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