(S)-3-[(S)-2-((R)-2-Acetylamino-3-phenyl-propionylamino)-5-amino-pentanoylamino]-N-((S)-1-{(1S,2R)-1-[(S)-1-carboxy-2-(1H-indol-3-yl)-ethylcarbamoyl]-2-methyl-butylcarbamoyl}-3-phenyl-propyl)-succinamic acid

ID: ALA444274

PubChem CID: 44366013

Max Phase: Preclinical

Molecular Formula: C47H60N8O10

Molecular Weight: 897.04

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC[C@@H](C)[C@H](NC(=O)[C@H](CCc1ccccc1)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CCCN)NC(=O)[C@@H](Cc1ccccc1)NC(C)=O)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)O

Standard InChI:  InChI=1S/C47H60N8O10/c1-4-28(2)41(46(63)54-39(47(64)65)25-32-27-49-34-19-12-11-18-33(32)34)55-43(60)36(22-21-30-14-7-5-8-15-30)52-45(62)38(26-40(57)58)53-42(59)35(20-13-23-48)51-44(61)37(50-29(3)56)24-31-16-9-6-10-17-31/h5-12,14-19,27-28,35-39,41,49H,4,13,20-26,48H2,1-3H3,(H,50,56)(H,51,61)(H,52,62)(H,53,59)(H,54,63)(H,55,60)(H,57,58)(H,64,65)/t28-,35+,36+,37-,38+,39+,41+/m1/s1

Standard InChI Key:  VGXAMSCQCQQMQQ-HMJYITFPSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA444274

   (S)-3-[(S)-2-((R)-2-Acetylamino-3-phenyl-propionylamino)-5-amino-pentanoylamino]-N-((S)-1-{(1S,2R)-1-[(S)-1-carboxy-2-(1H-indol-3-yl)-ethylcarbamoyl]-2-methyl-butylcarbamoyl}-3-phenyl-propyl)-succinamic acid

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

Calculated Properties

Molecular Weight: 897.04

Molecular Weight (Monoisotopic): 896.4432

AlogP: 1.86

#Rotatable Bonds: 26

Polar Surface Area: 291.01

Molecular Species: ZWITTERION

HBA: 9

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.61

CX Basic pKa: 9.60

CX LogP: -0.40

CX LogD: -3.22

Aromatic Rings: 4

Heavy Atoms: 65

QED Weighted: 0.04

Np Likeness Score: 0.19

References

1. Spellmeyer DC, Brown S, Stauber GB, Geysen H, Valerio R.  (1993)  Endothelin receptor ligands. replacement net approach to SAR determination of potent hexapeptides,  3  (4): [10.1016/S0960-894X(01)81219-1]

Source

Source(1):

• Scientific Literature