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

ID: ALA5282589

Chembl Id: CHEMBL5282589

Max Phase: Preclinical

Molecular Formula: C33H43N7O6

Molecular Weight: 633.75

Names and Identifiers

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

Standard InChI:  InChI=1S/C33H43N7O6/c1-19(41)29(30(35)43)39-32(45)28(14-8-9-15-34)40-18-27-23(22-12-6-7-13-24(22)37-27)17-26(33(40)46)38-31(44)25(36-20(2)42)16-21-10-4-3-5-11-21/h3-7,10-13,19,25-26,28-29,37,41H,8-9,14-18,34H2,1-2H3,(H2,35,43)(H,36,42)(H,38,44)(H,39,45)/t19-,25+,26-,28+,29+/m1/s1

Standard InChI Key:  YTCWEYGKGQOXIE-LAHIFKPXSA-N

Alternative Forms

1. Parent:

   

   ALA5282589

   ---

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: 633.75

Molecular Weight (Monoisotopic): 633.3275

AlogP: 0.13

#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: 11.80

CX Basic pKa: 25.01

CX LogP: -0.74

CX LogD: -3.24

Aromatic Rings: 3

Heavy Atoms: 46

QED Weighted: 0.12

Np Likeness Score: 0.03

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