2-((2S,5S,8S,11S,14S,17R)-2,8-bis(4-aminobutyl)-11-(4-guanidinobutyl)-17-(hydroxymethyl)-14-isobutyl-3,6,9,12,15,19-hexaoxo-1,4,7,10,13,16-hexaazacyclononadecan-5-yl)acetic acid

ID: ALA3827091

Chembl Id: CHEMBL3827091

PubChem CID: 127045002

Max Phase: Preclinical

Molecular Formula: C33H61N11O9

Molecular Weight: 755.92

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@@H]1NC(=O)[C@H](CCCCNC(=N)N)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CCCCN)NC(=O)C[C@H](CO)NC1=O

Standard InChI:  InChI=1S/C33H61N11O9/c1-19(2)15-24-31(52)39-20(18-45)16-26(46)40-21(9-3-6-12-34)28(49)44-25(17-27(47)48)32(53)42-22(10-4-7-13-35)29(50)41-23(30(51)43-24)11-5-8-14-38-33(36)37/h19-25,45H,3-18,34-35H2,1-2H3,(H,39,52)(H,40,46)(H,41,50)(H,42,53)(H,43,51)(H,44,49)(H,47,48)(H4,36,37,38)/t20-,21+,22+,23+,24+,25+/m1/s1

Standard InChI Key:  PWIBEOJPRKLIKI-RFXJPFPRSA-N

Alternative Forms

1. Parent:

   

   ALA3827091

   ---

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: 755.92

Molecular Weight (Monoisotopic): 755.4654

AlogP: -3.28

#Rotatable Bonds: 18

Polar Surface Area: 346.07

Molecular Species: ZWITTERION

HBA: 11

HBD: 13

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 16

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.08

CX Basic pKa: 11.64

CX LogP: -6.16

CX LogD: -11.15

Aromatic Rings: 0

Heavy Atoms: 53

QED Weighted: 0.04

Np Likeness Score: 0.88

References

1. Yim V, Noisier AF, Hung KY, Bartsch JW, Schlomann U, Brimble MA..  (2016)  Synthesis and biological evaluation of analogues of the potent ADAM8 inhibitor cyclo(RLsKDK) for the treatment of inflammatory diseases and cancer metastasis.,  24  (18): [PMID:27407033] [10.1016/j.bmc.2016.06.042]

Source

Source(1):

• Scientific Literature