(2S)-2-[(4R)-4-[[(2S)-2-acetamido-3-phenyl-propanoyl]amino]-4-methyl-3-oxo-5,10-dihydro-1H-azepino[3,4-b]indol-2-yl]-6-amino-N-[(1S,2R)-1-carbamoyl-2-hydroxy-propyl]hexanamide

ID: ALA5281747

Max Phase: Preclinical

Molecular Formula: C34H45N7O6

Molecular Weight: 647.78

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@]1(C)Cc2c([nH]c3ccccc23)CN([C@@H](CCCCN)C(=O)N[C@H](C(N)=O)[C@@H](C)O)C1=O

Standard InChI:  InChI=1S/C34H45N7O6/c1-20(42)29(30(36)44)39-32(46)28(15-9-10-16-35)41-19-27-24(23-13-7-8-14-25(23)38-27)18-34(3,33(41)47)40-31(45)26(37-21(2)43)17-22-11-5-4-6-12-22/h4-8,11-14,20,26,28-29,38,42H,9-10,15-19,35H2,1-3H3,(H2,36,44)(H,37,43)(H,39,46)(H,40,45)/t20-,26+,28+,29+,34-/m1/s1

Standard InChI Key:  TVDHJWHHMJAOCK-QOSLDAFVSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5281747

   ---

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: 647.78

Molecular Weight (Monoisotopic): 647.3431

AlogP: 0.52

#Rotatable Bonds: 14

Polar Surface Area: 212.74

Molecular Species: BASE

HBA: 7

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.79

CX Basic pKa: 25.01

CX LogP: -0.31

CX LogD: -2.80

Aromatic Rings: 3

Heavy Atoms: 47

QED Weighted: 0.12

Np Likeness Score: 0.10

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