[(3R,9S,12S,18S,21S,27S)-18-(3-Guanidino-propyl)-9,21-diisobutyl-2,8,11,14,17,20,23,26-octaoxo-1,7,10,13,16,19,22,25-octaaza-tricyclo[25.3.0.0(3,7)]triacont-12-yl]-acetic acid

ID: ALA4546687

Chembl Id: CHEMBL4546687

PubChem CID: 155552156

Max Phase: Preclinical

Molecular Formula: C36H59N11O10

Molecular Weight: 805.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)C[C@@H]1NC(=O)CNC(=O)[C@@H]2CCCN2C(=O)[C@H]2CCCN2C(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(=O)O)NC(=O)CNC(=O)[C@H](CCCNC(=N)N)NC1=O

Standard InChI:  InChI=1S/C36H59N11O10/c1-19(2)14-22-31(53)44-21(8-5-11-39-36(37)38)30(52)40-17-27(48)43-23(16-29(50)51)32(54)45-24(15-20(3)4)34(56)47-13-7-10-26(47)35(57)46-12-6-9-25(46)33(55)41-18-28(49)42-22/h19-26H,5-18H2,1-4H3,(H,40,52)(H,41,55)(H,42,49)(H,43,48)(H,44,53)(H,45,54)(H,50,51)(H4,37,38,39)/t21-,22-,23-,24-,25-,26+/m0/s1

Standard InChI Key:  GYEPIDGLKZAHSN-CVIYXSBDSA-N

Alternative Forms

1. Parent:

   

   ALA4546687

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 805.93

Molecular Weight (Monoisotopic): 805.4446

AlogP: -3.02

#Rotatable Bonds: 10

Polar Surface Area: 314.42

Molecular Species: ZWITTERION

HBA: 10

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 21

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.04

CX Basic pKa: 11.43

CX LogP: -5.57

CX LogD: -5.57

Aromatic Rings: 0

Heavy Atoms: 57

QED Weighted: 0.06

Np Likeness Score: 0.71

References

1. Reichart F, Maltsev OV, Kapp TG, Räder AFB, Weinmüller M, Marelli UK, Notni J, Wurzer A, Beck R, Wester HJ, Steiger K, Di Maro S, Di Leva FS, Marinelli L, Nieberler M, Reuning U, Schwaiger M, Kessler H..  (2019)  Selective Targeting of Integrin αvβ8 by a Highly Active Cyclic Peptide.,  62  (4): [PMID:30657681] [10.1021/acs.jmedchem.8b01588]

Source

Source(1):

• Scientific Literature