(4S,7S,10S,13S)-4-((S)-sec-butyl)-15,15-difluoro-7-((R)-1-hydroxyethyl)-10,13-dimethyl-2,5,8,11,14-pentaoxo-3,6,9,12-tetraazahexadecan-16-oic acid

ID: ALA5169486

PubChem CID: 168269338

Max Phase: Preclinical

Molecular Formula: C20H32F2N4O8

Molecular Weight: 494.49

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@H](NC(C)=O)C(=O)N[C@H](C(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)C(F)(F)C(=O)O)[C@@H](C)O

Standard InChI:  InChI=1S/C20H32F2N4O8/c1-7-8(2)13(25-12(6)28)17(31)26-14(11(5)27)18(32)24-10(4)16(30)23-9(3)15(29)20(21,22)19(33)34/h8-11,13-14,27H,7H2,1-6H3,(H,23,30)(H,24,32)(H,25,28)(H,26,31)(H,33,34)/t8-,9-,10-,11+,13-,14-/m0/s1

Standard InChI Key:  GLDQOOBXAXPGIW-YQGUXNGLSA-N

Molfile:  

 
     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA5169486

   ---

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: 494.49

Molecular Weight (Monoisotopic): 494.2188

AlogP: -1.30

#Rotatable Bonds: 13

Polar Surface Area: 191.00

Molecular Species: ACID

HBA: 7

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.88

CX Basic pKa: 2.88

CX LogP: -0.68

CX LogD: -4.17

Aromatic Rings: ┄

Heavy Atoms: 34

QED Weighted: 0.17

Np Likeness Score: 0.07

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