(S)-6-amino-2-((S)-1-((S)-2-((2S,4S)-1-((S)-6-amino-2-((2S,4R)-4-hydroxy-1-((S)-2-((S)-pyrrolidine-2-carboxamido)propanoyl)pyrrolidine-2-carboxamido)hexanoyl)-4-fluoropyrrolidine-2-carboxamido)propanoyl)pyrrolidine-2-carboxamido)hexanoic acid

ID: ALA4454224

PubChem CID: 155523698

Max Phase: Preclinical

Molecular Formula: C38H63FN10O10

Molecular Weight: 838.98

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](NC(=O)[C@@H]1CCCN1)C(=O)N1C[C@H](O)C[C@H]1C(=O)N[C@@H](CCCCN)C(=O)N1C[C@@H](F)C[C@H]1C(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCCN)C(=O)O

Standard InChI:  InChI=1S/C38H63FN10O10/c1-21(35(55)47-16-8-12-28(47)32(52)46-27(38(58)59)10-4-6-14-41)44-33(53)29-17-23(39)19-48(29)37(57)26(9-3-5-13-40)45-34(54)30-18-24(50)20-49(30)36(56)22(2)43-31(51)25-11-7-15-42-25/h21-30,42,50H,3-20,40-41H2,1-2H3,(H,43,51)(H,44,53)(H,45,54)(H,46,52)(H,58,59)/t21-,22-,23-,24+,25-,26-,27-,28-,29-,30-/m0/s1

Standard InChI Key:  FMULIPGDMJGFAZ-SLGAYOPDSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4454224

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 838.98

Molecular Weight (Monoisotopic): 838.4713

AlogP: -3.05

#Rotatable Bonds: 20

Polar Surface Area: 298.93

Molecular Species: ZWITTERION

HBA: 12

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.79

CX Basic pKa: 10.49

CX LogP: -7.39

CX LogD: -11.42

Aromatic Rings: ┄

Heavy Atoms: 59

QED Weighted: 0.06

Np Likeness Score: -0.03

References

1. Langley GW, Abboud MI, Lohans CT, Schofield CJ..  (2019)  Inhibition of a viral prolyl hydroxylase.,  27  (12): [PMID:30737136] [10.1016/j.bmc.2019.01.018]

Source

Source(1):

• Scientific Literature