2-({1-[2-{2-[2-[2-(2-Amino-5-guanidino-pentanoylamino)-3-methyl-butyrylamino]-3-(4-hydroxy-phenyl)-propionylamino]-3-methyl-pentanoylamino}-3-(3H-imidazol-4-yl)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionic acid

ID: ALA1702539

Chembl Id: CHEMBL1702539

Cas Number: 12687-51-3

PubChem CID: 3082042

Product Number: A118760

Max Phase: Preclinical

Molecular Formula: C46H66N12O9

Molecular Weight: 931.11

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](NC(=O)[C@@H](N)CCCN=C(N)N)C(C)C)C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C46H66N12O9/c1-5-27(4)38(57-40(61)33(21-29-15-17-31(59)18-16-29)53-42(63)37(26(2)3)56-39(60)32(47)13-9-19-51-46(48)49)43(64)54-34(23-30-24-50-25-52-30)44(65)58-20-10-14-36(58)41(62)55-35(45(66)67)22-28-11-7-6-8-12-28/h6-8,11-12,15-18,24-27,32-38,59H,5,9-10,13-14,19-23,47H2,1-4H3,(H,50,52)(H,53,63)(H,54,64)(H,55,62)(H,56,60)(H,57,61)(H,66,67)(H4,48,49,51)/t27-,32-,33-,34-,35-,36-,37-,38-/m0/s1

Standard InChI Key:  QMMRCKSBBNJCMR-KMZPNFOHSA-N

Alternative Forms

1. Parent:

   

   ALA1702539

   Angiotensin III

Molecule Features

Natural Product: Yes

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: 931.11

Molecular Weight (Monoisotopic): 930.5076

AlogP: -0.27

#Rotatable Bonds: 25

Polar Surface Area: 342.44

Molecular Species: ZWITTERION

HBA: 11

HBD: 11

#RO5 Violations: 3

HBA (Lipinski): 21

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.82

CX Basic pKa: 11.19

CX LogP: -1.48

CX LogD: -1.91

Aromatic Rings: 3

Heavy Atoms: 67

QED Weighted: 0.03

Np Likeness Score: 0.17

References

1. Samanen J, Brandeis E, Narindray D, Adams W, Cash T, Yellin T, Regoli D..  (1988)  The importance of residues 2 (arginine) and 6 (histidine) in high-affinity angiotensin II antagonists.,  31  (4): [PMID:3351849] [10.1021/jm00399a008]

2. Samanen J, Brandeis E, Narindray D, Adams W, Cash T, Yellin T, Regoli D..  (1988)  The importance of residues 2 (arginine) and 6 (histidine) in high-affinity angiotensin II antagonists.,  31  (4): [PMID:3351849] [10.1021/jm00399a008]

3. PubChem BioAssay data set, 

4. Galardy RE, Stafford SS, Schaefer ML, Ho H, La Vorgna KA, Jamieson JD..  (1978)  Biologically active derivatives of angiotensin for labeling cellular receptors.,  21  (12): [PMID:214560] [10.1021/jm00210a020]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays