3-[2-((S)-4-{[(1H-Benzoimidazol-2-ylmethyl)-carbamoyl]-methyl}-2,5-dioxo-imidazolidin-1-yl)-acetylamino]-2-benzyloxycarbonylamino-propionic acid anion

ID: ALA1160227

PubChem CID: 44296866

Max Phase: Preclinical

Molecular Formula: C26H27N7O8

Molecular Weight: 565.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(C[C@@H]1NC(=O)N(CC(=O)NCC(NC(=O)OCc2ccccc2)C(=O)O)C1=O)NCc1nc2ccccc2[nH]1

Standard InChI:  InChI=1S/C26H27N7O8/c34-21(28-12-20-29-16-8-4-5-9-17(16)30-20)10-18-23(36)33(25(39)31-18)13-22(35)27-11-19(24(37)38)32-26(40)41-14-15-6-2-1-3-7-15/h1-9,18-19H,10-14H2,(H,27,35)(H,28,34)(H,29,30)(H,31,39)(H,32,40)(H,37,38)/t18-,19?/m0/s1

Standard InChI Key:  QUXWWWADVUUFKU-OYKVQYDMSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1160227

   3-[[2-[(4S)-4-[2-(1H-benzimidazol-2-ylmethylamino)-2-oxoethyl]-2,5-dioxoimidazolidin-1-yl]acetyl]amino]-2-(phenylmethoxycarbonylamino)propanoic acid

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: 565.54

Molecular Weight (Monoisotopic): 565.1921

AlogP: -0.01

#Rotatable Bonds: 12

Polar Surface Area: 211.92

Molecular Species: ACID

HBA: 8

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.41

CX Basic pKa: 5.05

CX LogP: -2.25

CX LogD: -4.15

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.16

Np Likeness Score: -1.10

References

1. Peyman A, Wehner V, Knolle J, Stilz HU, Breipohl G, Scheunemann KH, Carniato D, Ruxer JM, Gourvest JF, Gadek TR, Bodary S..  (2000)  RGD mimetics containing a central hydantoin scaffold: alpkha(v)beta3 vs alpha(IIb)beta3 selectivity requirements.,  10  (2): [PMID:10673106] [10.1016/s0960-894x(99)00661-7]

Source

Source(1):

• Scientific Literature