(S)-2-{(S)-2-[(S)-2-{(S)-2-[(S)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-5-guanidino-pentanoylamino}-3-(1H-indol-3-yl)-propionylamino]-5-guanidino-pentanoylamino}-3-(1H-indol-3-yl)-propionic acid

ID: ALA4082081

PubChem CID: 137648832

Max Phase: Preclinical

Molecular Formula: C45H56N14O6

Molecular Weight: 889.03

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)NCCC[C@H](NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H](N)Cc1c[nH]c2ccccc12)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)O

Standard InChI:  InChI=1S/C45H56N14O6/c46-31(19-25-22-53-32-12-4-1-9-28(25)32)39(60)56-35(15-7-17-51-44(47)48)40(61)58-37(20-26-23-54-33-13-5-2-10-29(26)33)42(63)57-36(16-8-18-52-45(49)50)41(62)59-38(43(64)65)21-27-24-55-34-14-6-3-11-30(27)34/h1-6,9-14,22-24,31,35-38,53-55H,7-8,15-21,46H2,(H,56,60)(H,57,63)(H,58,61)(H,59,62)(H,64,65)(H4,47,48,51)(H4,49,50,52)/t31-,35-,36-,37-,38-/m0/s1

Standard InChI Key:  MYSIKIHYRKBENF-DUKNTCSXSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4082081

   ---

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: 889.03

Molecular Weight (Monoisotopic): 888.4507

AlogP: 1.04

#Rotatable Bonds: 23

Polar Surface Area: 350.89

Molecular Species: ZWITTERION

HBA: 8

HBD: 15

#RO5 Violations: 2

HBA (Lipinski): 20

HBD (Lipinski): 18

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.97

CX Basic pKa: 12.00

CX LogP: -1.35

CX LogD: -3.76

Aromatic Rings: 6

Heavy Atoms: 65

QED Weighted: 0.02

Np Likeness Score: 0.13

References

1. Eksteen JJ, Ausbacher D, Simon-Santamaria J, Stiberg T, Cavalcanti-Jacobsen C, Wushur I, Svendsen JS, Rekdal Ø..  (2017)  Iterative Design and in Vivo Evaluation of an Oncolytic Antilymphoma Peptide.,  60  (1): [PMID:28004928] [10.1021/acs.jmedchem.6b00839]

Source

Source(1):

• Scientific Literature