(4S,7S)-4-cyclopentyl-7-((R)-1-hydroxyethyl)-13-methyl-2,5,8,11,14,15-hexaoxo-3,6,9,12,16-pentaazanonadecan-19-oic acid

ID: ALA5188719

PubChem CID: 168279427

Max Phase: Preclinical

Molecular Formula: C22H35N5O9

Molecular Weight: 513.55

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)NC(C)C(=O)C(=O)NCCC(=O)O)[C@@H](C)O)C1CCCC1

Standard InChI:  InChI=1S/C22H35N5O9/c1-11(19(33)22(36)23-9-8-16(31)32)25-15(30)10-24-20(34)17(12(2)28)27-21(35)18(26-13(3)29)14-6-4-5-7-14/h11-12,14,17-18,28H,4-10H2,1-3H3,(H,23,36)(H,24,34)(H,25,30)(H,26,29)(H,27,35)(H,31,32)/t11?,12-,17+,18+/m1/s1

Standard InChI Key:  SUHVQOKCNZZZQQ-NXHIVTLCSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5188719

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 513.55

Molecular Weight (Monoisotopic): 513.2435

AlogP: -2.67

#Rotatable Bonds: 14

Polar Surface Area: 220.10

Molecular Species: ACID

HBA: 8

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.91

CX Basic pKa: ┄

CX LogP: -2.83

CX LogD: -6.05

Aromatic Rings: ┄

Heavy Atoms: 36

QED Weighted: 0.12

Np Likeness Score: -0.25

References

1. Lidumniece E, Withers-Martinez C, Hackett F, Blackman MJ, Jirgensons A..  (2022)  Subtilisin-like Serine Protease 1 (SUB1) as an Emerging Antimalarial Drug Target: Current Achievements in Inhibitor Discovery.,  65  (19.0): [PMID:36137276] [10.1021/acs.jmedchem.2c01093]

Source

Source(1):

• Scientific Literature