[(6R,9S,12S,18S)-9-Benzyl-6-carbamoyl-18-(3-guanidino-propyl)-7-methyl-8,11,14,17,20-pentaoxo-2,7,10,13,16,19-hexaaza-tricyclo[21.4.0.(0)4,(27)]heptacosa-1(27),3,23,25-tetraen-12-yl]-acetic acid

ID: ALA4448989

Chembl Id: CHEMBL4448989

PubChem CID: 155520344

Max Phase: Preclinical

Molecular Formula: C36H46N10O8

Molecular Weight: 746.83

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1C(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](CC(=O)O)NC(=O)CNC(=O)[C@H](CCCNC(=N)N)NC(=O)CCc2cccc3c(c[nH]c23)C[C@@H]1C(N)=O

Standard InChI:  InChI=1S/C36H46N10O8/c1-46-27(32(37)51)16-22-18-41-31-21(9-5-10-23(22)31)12-13-28(47)43-24(11-6-14-40-36(38)39)33(52)42-19-29(48)44-25(17-30(49)50)34(53)45-26(35(46)54)15-20-7-3-2-4-8-20/h2-5,7-10,18,24-27,41H,6,11-17,19H2,1H3,(H2,37,51)(H,42,52)(H,43,47)(H,44,48)(H,45,53)(H,49,50)(H4,38,39,40)/t24-,25-,26-,27+/m0/s1

Standard InChI Key:  FEBHCRJBENHQJT-YIPNQBBMSA-N

Alternative Forms

1. Parent:

   

   ALA4448989

   ---

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: 746.83

Molecular Weight (Monoisotopic): 746.3500

AlogP: -1.48

#Rotatable Bonds: 9

Polar Surface Area: 294.79

Molecular Species: ZWITTERION

HBA: 8

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.98

CX Basic pKa: 11.62

CX LogP: -3.54

CX LogD: -3.54

Aromatic Rings: 3

Heavy Atoms: 54

QED Weighted: 0.07

Np Likeness Score: 0.61

References

1. Kemker I, Schnepel C, Schröder DC, Marion A, Sewald N..  (2019)  Cyclization of RGD Peptides by Suzuki-Miyaura Cross-Coupling.,  62  (16): [PMID:31306009] [10.1021/acs.jmedchem.9b00360]

Source

Source(1):

• Scientific Literature