(5S,11S,14S,17S,20S)-20-amino-14-benzyl-2-butyl-17-(hydroxymethyl)-5-isobutyl-11-isopropyl-4,7,10,13,16,19-hexaoxo-3,6,9,12,15,18-hexaazadocosane-1,22-dioic acid

ID: ALA4068783

PubChem CID: 137633652

Max Phase: Preclinical

Molecular Formula: C35H55N7O11

Molecular Weight: 749.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCC(NC(=O)[C@H](CC(C)C)NC(=O)CNC(=O)[C@@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CO)NC(=O)[C@@H](N)CC(=O)O)C(C)C)C(=O)O

Standard InChI:  InChI=1S/C35H55N7O11/c1-6-7-13-23(35(52)53)39-31(48)24(14-19(2)3)38-27(44)17-37-34(51)29(20(4)5)42-32(49)25(15-21-11-9-8-10-12-21)40-33(50)26(18-43)41-30(47)22(36)16-28(45)46/h8-12,19-20,22-26,29,43H,6-7,13-18,36H2,1-5H3,(H,37,51)(H,38,44)(H,39,48)(H,40,50)(H,41,47)(H,42,49)(H,45,46)(H,52,53)/t22-,23?,24-,25-,26-,29-/m0/s1

Standard InChI Key:  TWIRHPORFCSGEQ-RKVOSHEXSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4068783

   ---

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: 749.86

Molecular Weight (Monoisotopic): 749.3960

AlogP: -1.46

#Rotatable Bonds: 24

Polar Surface Area: 295.45

Molecular Species: ACID

HBA: 10

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.54

CX Basic pKa: 8.23

CX LogP: -3.45

CX LogD: -6.34

Aromatic Rings: 1

Heavy Atoms: 53

QED Weighted: 0.06

Np Likeness Score: 0.11

References

1. Odell LR, Abdel-Hamid MK, Hill TA, Chau N, Young KA, Deane FM, Sakoff JA, Andersson S, Daniel JA, Robinson PJ, McCluskey A..  (2017)  Pyrimidine-Based Inhibitors of Dynamin I GTPase Activity: Competitive Inhibition at the Pleckstrin Homology Domain.,  60  (1): [PMID:27997171] [10.1021/acs.jmedchem.6b01422]

Source

Source(1):

• Scientific Literature