N-(2-((3-Acetylphenyl)(2-hydroxyethyl)amino)-4'-methyl-[4,5'-bithiazol]-2'yl)pivalamide

ID: ALA4574818

PubChem CID: 155560887

Max Phase: Preclinical

Molecular Formula: C22H26N4O3S2

Molecular Weight: 458.61

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)c1cccc(N(CCO)c2nc(-c3sc(NC(=O)C(C)(C)C)nc3C)cs2)c1

Standard InChI:  InChI=1S/C22H26N4O3S2/c1-13-18(31-20(23-13)25-19(29)22(3,4)5)17-12-30-21(24-17)26(9-10-27)16-8-6-7-15(11-16)14(2)28/h6-8,11-12,27H,9-10H2,1-5H3,(H,23,25,29)

Standard InChI Key:  KHNUPLUQJFLSLN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
   24.7260  -10.6418    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.0647  -10.1609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3146   -9.3830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.1332   -9.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3872  -10.1609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1784  -10.3728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8145   -9.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4978  -10.3027    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.2860  -11.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4694  -11.1339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8654  -11.6728    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6566  -11.4609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8685  -10.6696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6598  -10.4577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6535  -12.4641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2326  -13.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0206  -13.8272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2290  -14.0391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6522  -13.4655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8615  -12.6731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6000  -14.4065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3912  -14.1946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.3881  -15.1978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5446   -8.6715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2735  -10.3728    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6941   -9.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9060   -9.0022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9070  -10.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6909  -10.7966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3276   -9.4260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1157  -10.2173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  6  5  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10  6  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 11 15  1  0
 16 15  2  0
 17 16  1  0
 18 17  2  0
 19 18  1  0
 20 19  2  0
 15 20  1  0
 17 21  1  0
 21 22  2  0
 21 23  1  0
  4 24  1  0
  2 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4574818

   ---

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: 458.61

Molecular Weight (Monoisotopic): 458.1446

AlogP: 4.89

#Rotatable Bonds: 7

Polar Surface Area: 95.42

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.88

CX Basic pKa: 0.43

CX LogP: 4.39

CX LogD: 4.27

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.49

Np Likeness Score: -1.59

References

1. Tassini S, Langron E, Delang L, Mirabelli C, Lanko K, Crespan E, Kissova M, Tagliavini G, Fontò G, Bertoni S, Palese S, Giorgio C, Ravanetti F, Ragionieri L, Zamperini C, Mancini A, Dreassi E, Maga G, Vergani P, Neyts J, Radi M..  (2019)  Multitarget CFTR Modulators Endowed with Multiple Beneficial Side Effects for Cystic Fibrosis Patients: Toward a Simplified Therapeutic Approach †.,  62  (23): [PMID:31729878] [10.1021/acs.jmedchem.9b01416]

Source

Source(1):

• Scientific Literature