(S)-2-Amino-5-guanidino-pentanoic acid (S)-1-{(S)-1-[(S)-2-((1S,2R)-1-carboxy-2-hydroxy-propylcarbamoyl)-pyrrolidine-1-carbonyl]-3-methyl-butylcarbamoyl}-2-(4-hydroxy-phenyl)-ethyl ester TFA

ID: ALA288887

Chembl Id: CHEMBL288887

PubChem CID: 44288888

Max Phase: Preclinical

Molecular Formula: C36H50F9N7O15

Molecular Weight: 649.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)OC(=O)[C@@H](N)CCCN=C(N)N)C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)O)[C@@H](C)O.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C30H47N7O9.3C2HF3O2/c1-16(2)14-21(27(42)37-13-5-7-22(37)25(40)36-24(17(3)38)28(43)44)35-26(41)23(15-18-8-10-19(39)11-9-18)46-29(45)20(31)6-4-12-34-30(32)33;3*3-2(4,5)1(6)7/h8-11,16-17,20-24,38-39H,4-7,12-15,31H2,1-3H3,(H,35,41)(H,36,40)(H,43,44)(H4,32,33,34);3*(H,6,7)/t17-,20+,21+,22+,23+,24+;;;/m1.../s1

Standard InChI Key:  SZOAPLFFAYTPQJ-CYJRPGJMSA-N

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: 649.75

Molecular Weight (Monoisotopic): 649.3435

AlogP: -1.30

#Rotatable Bonds: 17

Polar Surface Area: 272.99

Molecular Species: ZWITTERION

HBA: 10

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.68

CX Basic pKa: 11.48

CX LogP: -2.39

CX LogD: -2.44

Aromatic Rings: 1

Heavy Atoms: 46

QED Weighted: 0.04

Np Likeness Score: 0.57

References

1. Scherkenbeck J, Plant A, Stieber F, Lösel P, Dyker H..  (2002)  Syntheses of depsipeptide analogues of the insect neuropeptide proctolin.,  12  (12): [PMID:12039577] [10.1016/s0960-894x(02)00214-7]

Source

Source(1):

• Scientific Literature