(S)-3-[(S)-2-((R)-2-Acetylamino-3-phenyl-propionylamino)-3-(4-hydroxy-phenyl)-propionylamino]-N-((1S,2R)-1-{(1S,2R)-1-[(S)-1-carboxy-2-(1H-indol-3-yl)-ethylcarbamoyl]-2-methyl-butylcarbamoyl}-2-methyl-butyl)-succinamic acid

ID: ALA147058

PubChem CID: 44366015

Max Phase: Preclinical

Molecular Formula: C47H59N7O11

Molecular Weight: 898.03

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](Cc1ccc(O)cc1)NC(=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/C47H59N7O11/c1-6-26(3)40(45(62)52-38(47(64)65)23-31-25-48-34-16-12-11-15-33(31)34)54-46(63)41(27(4)7-2)53-44(61)37(24-39(57)58)51-43(60)36(22-30-17-19-32(56)20-18-30)50-42(59)35(49-28(5)55)21-29-13-9-8-10-14-29/h8-20,25-27,35-38,40-41,48,56H,6-7,21-24H2,1-5H3,(H,49,55)(H,50,59)(H,51,60)(H,52,62)(H,53,61)(H,54,63)(H,57,58)(H,64,65)/t26-,27-,35-,36+,37+,38+,40+,41+/m1/s1

Standard InChI Key:  PABZTZMAQFCTCS-JACGHDLRSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA147058

   (S)-3-[(S)-2-((R)-2-Acetylamino-3-phenyl-propionylamino)-3-(4-hydroxy-phenyl)-propionylamino]-N-((1S,2R)-1-{(1S,2R)-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: 898.03

Molecular Weight (Monoisotopic): 897.4273

AlogP: 2.48

#Rotatable Bonds: 24

Polar Surface Area: 285.22

Molecular Species: ACID

HBA: 9

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.72

CX Basic pKa: ┄

CX LogP: 3.34

CX LogD: -2.95

Aromatic Rings: 4

Heavy Atoms: 65

QED Weighted: 0.05

Np Likeness Score: 0.13

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