ID: ALA443362

Max Phase: Preclinical

Molecular Formula: C26H36N8O8

Molecular Weight: 588.62

Molecule Type: Protein

Representations

Canonical SMILES:  N=C(N)NCCC[C@@H]1NC(=O)[C@H]2COCCN2C(=O)[C@@H](Cc2ccccc2)NC(=O)[C@H](CC(=O)O)NC(=O)CNC1=O

Standard InChI:  InChI=1S/C26H36N8O8/c27-26(28)29-8-4-7-16-22(38)30-13-20(35)31-17(12-21(36)37)23(39)33-18(11-15-5-2-1-3-6-15)25(41)34-9-10-42-14-19(34)24(40)32-16/h1-3,5-6,16-19H,4,7-14H2,(H,30,38)(H,31,35)(H,32,40)(H,33,39)(H,36,37)(H4,27,28,29)/t16-,17-,18+,19+/m0/s1

Standard InChI Key:  HKLGBIAIHDSNGD-INDMIFKZSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 588.62

Molecular Weight (Monoisotopic): 588.2656

AlogP: -3.22

#Rotatable Bonds: 8

Polar Surface Area: 245.14

Molecular Species: ZWITTERION

HBA: 8

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.92

CX Basic pKa: 11.95

CX LogP: -5.14

CX LogD: -5.14

Aromatic Rings: 1

Heavy Atoms: 42

QED Weighted: 0.09

Np Likeness Score: 0.69

References

1. Cini N, Trabocchi A, Menchi G, Bottoncetti A, Raspanti S, Pupi A, Guarna A..  (2009)  Morpholine-based RGD-cyclopentapeptides as alphavbeta3/alphavbeta5 integrin ligands: role of configuration towards receptor binding affinity.,  17  (4): [PMID:19195898] [10.1016/j.bmc.2009.01.006]

2. Bianchini F, Cini N, Trabocchi A, Bottoncetti A, Raspanti S, Vanzi E, Menchi G, Guarna A, Pupi A, Calorini L..  (2012)  ¹²⁵I-radiolabeled morpholine-containing arginine-glycine-aspartate (RGD) ligand of αvβ₃ integrin as a molecular imaging probe for angiogenesis.,  55  (11): [PMID:22621422] [10.1021/jm2016232]

Source

Source(1):

• Scientific Literature