((5S,11S,14S,17R)-14-Benzyl-17-carbamoyl-5-(3-guanidinopropyl)-16-methyl-3,6,9,12,15-pentaoxo-4,7,10,13,16-pentaaza-11H-1-(7,3)-indola-2(1,4)-benzenacyclooctadecaphane-11-yl)acetic Acid

ID: ALA4441326

Chembl Id: CHEMBL4441326

PubChem CID: 155515221

Max Phase: Preclinical

Molecular Formula: C40H46N10O8

Molecular Weight: 794.87

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)c2cccc(c2)-c2cccc3c(c[nH]c23)C[C@@H]1C(N)=O

Standard InChI:  InChI=1S/C40H46N10O8/c1-50-31(35(41)54)18-25-20-45-34-26(12-6-13-27(25)34)23-10-5-11-24(17-23)36(55)48-28(14-7-15-44-40(42)43)37(56)46-21-32(51)47-29(19-33(52)53)38(57)49-30(39(50)58)16-22-8-3-2-4-9-22/h2-6,8-13,17,20,28-31,45H,7,14-16,18-19,21H2,1H3,(H2,41,54)(H,46,56)(H,47,51)(H,48,55)(H,49,57)(H,52,53)(H4,42,43,44)/t28-,29-,30-,31+/m0/s1

Standard InChI Key:  IGRZOKIVRZOBLQ-XHPANXIASA-N

Alternative Forms

1. Parent:

   

   ALA4441326

   ---

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: 794.87

Molecular Weight (Monoisotopic): 794.3500

AlogP: -0.13

#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: 12.13

CX LogP: -2.32

CX LogD: -2.32

Aromatic Rings: 4

Heavy Atoms: 58

QED Weighted: 0.06

Np Likeness Score: 0.59

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