5-(((2R,4S,5R)-5-(2-methyl-6-(thiophen-2-yl)pyrimidin-4-yl)quinuclidin-2-yl)methylamino)-5-oxopentanoic acid

ID: ALA3416820

Chembl Id: CHEMBL3416820

PubChem CID: 40777054

Max Phase: Preclinical

Molecular Formula: C22H28N4O3S

Molecular Weight: 428.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc(-c2cccs2)cc([C@H]2CN3CC[C@H]2C[C@@H]3CNC(=O)CCCC(=O)O)n1

Standard InChI:  InChI=1S/C22H28N4O3S/c1-14-24-18(11-19(25-14)20-4-3-9-30-20)17-13-26-8-7-15(17)10-16(26)12-23-21(27)5-2-6-22(28)29/h3-4,9,11,15-17H,2,5-8,10,12-13H2,1H3,(H,23,27)(H,28,29)/t15-,16+,17-/m0/s1

Standard InChI Key:  PMMRBQKVXAZVKB-BBWFWOEESA-N

Alternative Forms

1. Parent:

   

   ALA3416820

   5-[[(2R,4S,5R)-5-(2-methyl-6-thiophen-2-ylpyrimidin-4-yl)-1-azabicyclo[2.2.2]octan-2-yl]methylamino]-5-oxopentanoic acid

Molecule Features

Natural Product: Yes

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: 428.56

Molecular Weight (Monoisotopic): 428.1882

AlogP: 3.06

#Rotatable Bonds: 8

Polar Surface Area: 95.42

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.88

CX Basic pKa: 7.69

CX LogP: -0.68

CX LogD: -0.81

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.67

Np Likeness Score: -1.33

References

1. Li X, Ma S..  (2015)  Advances in the discovery of novel antimicrobials targeting the assembly of bacterial cell division protein FtsZ.,  95  [PMID:25791674] [10.1016/j.ejmech.2015.03.026]

2. Fang Z, Zheng S, Chan KF, Yuan W, Guo Q, Wu W, Lui HK, Lu Y, Leung YC, Chan TH, Wong KY, Sun N..  (2019)  Design, synthesis and antibacterial evaluation of 2,4-disubstituted-6-thiophenyl-pyrimidines.,  161  [PMID:30347327] [10.1016/j.ejmech.2018.10.039]

3. Buroni S, Makarov V, Scoffone VC, Trespidi G, Riccardi G, Chiarelli LR..  (2020)  The cell division protein FtsZ as a cellular target to hit cystic fibrosis pathogens.,  190  [PMID:32066012] [10.1016/j.ejmech.2020.112132]

Source

Source(1):

• Scientific Literature