(4S,7S,10S,13S,16S)-4-(4-aminobutyl)-7-sec-butyl-18,18-difluoro-10-((R)-1-hydroxyethyl)-13,16-dimethyl-2,5,8,11,14,17,19-heptaoxo-3,6,9,12,15,20-hexaazadocosan-22-oic acid

ID: ALA3310712

PubChem CID: 118706730

Max Phase: Preclinical

Molecular Formula: C28H47F2N7O10

Molecular Weight: 679.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@H](NC(=O)[C@H](CCCCN)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)NCC(=O)O)[C@@H](C)O

Standard InChI:  InChI=1S/C28H47F2N7O10/c1-7-13(2)20(36-24(44)18(35-17(6)39)10-8-9-11-31)25(45)37-21(16(5)38)26(46)34-15(4)23(43)33-14(3)22(42)28(29,30)27(47)32-12-19(40)41/h13-16,18,20-21,38H,7-12,31H2,1-6H3,(H,32,47)(H,33,43)(H,34,46)(H,35,39)(H,36,44)(H,37,45)(H,40,41)/t13-,14-,15-,16+,18-,20-,21-/m0/s1

Standard InChI Key:  CFPLHMNEXLZOCF-FOXYBHETSA-N

Molfile:  

     RDKit          2D

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  4  5  1  0
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  5  8  1  1
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 40 47  1  0
 47  1  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3310712

   ---

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: 679.72

Molecular Weight (Monoisotopic): 679.3352

AlogP: -2.57

#Rotatable Bonds: 21

Polar Surface Area: 275.22

Molecular Species: ZWITTERION

HBA: 10

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.56

CX Basic pKa: 10.18

CX LogP: -4.71

CX LogD: -4.72

Aromatic Rings: ┄

Heavy Atoms: 47

QED Weighted: 0.04

Np Likeness Score: 0.15

References

1. Giovani S, Penzo M, Brogi S, Brindisi M, Gemma S, Novellino E, Savini L, Blackman MJ, Campiani G, Butini S..  (2014)  Rational design of the first difluorostatone-based PfSUB1 inhibitors.,  24  (15): [PMID:24909083] [10.1016/j.bmcl.2014.05.044]

2. 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