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

ID: ALA279259

PubChem CID: 44458171

Max Phase: Preclinical

Molecular Formula: C43H60N8O10

Molecular Weight: 849.00

Molecule Type: Protein

Names and Identifiers

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

Standard InChI:  InChI=1S/C43H60N8O10/c1-6-24(3)36(41(58)49-34(43(60)61)21-28-23-46-31-18-12-11-16-29(28)31)51-42(59)37(25(4)7-2)50-40(57)33(22-35(53)54)48-38(55)30(44)17-13-19-45-39(56)32(47-26(5)52)20-27-14-9-8-10-15-27/h8-12,14-16,18,23-25,30,32-34,36-37,46H,6-7,13,17,19-22,44H2,1-5H3,(H,45,56)(H,47,52)(H,48,55)(H,49,58)(H,50,57)(H,51,59)(H,53,54)(H,60,61)/t24-,25-,30+,32-,33-,34-,36+,37-/m0/s1

Standard InChI Key:  WYVIXXFYGCFCER-GZTXFBAOSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA279259

   (S)-3-[(R)-5-((S)-2-Acetylamino-3-phenyl-propionylamino)-2-amino-pentanoylamino]-N-((1S,2S)-1-{(1R,2S)-1-[(S)-1-carboxy-2-(1H-indol-3-yl)-ethylcarbamoyl]-2-methyl-butylcarbamoyl}-2-methyl-butyl)-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: 849.00

Molecular Weight (Monoisotopic): 848.4432

AlogP: 1.27

#Rotatable Bonds: 25

Polar Surface Area: 291.01

Molecular Species: ACID

HBA: 9

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.81

CX Basic pKa: 7.84

CX LogP: -1.12

CX LogD: -4.02

Aromatic Rings: 3

Heavy Atoms: 61

QED Weighted: 0.05

Np Likeness Score: 0.12

References

1. Spellmeyer DC, Brown S, Stauber GB, Mario Geysen H, Valerio R.  (1993)  Endothelin eceptor Ligands. Multiple D-Amino acid replacement net approach,  3  (6): [10.1016/S0960-894X(00)80326-1]

Source

Source(1):

• Scientific Literature