(S)-N-(4-chlorophenyl)-2-((1s,4R)-4-(6-fluoroquinolin-4-yl)cyclohexyl)propanamide

ID: ALA4855340

Cas Number: 2227198-92-5

PubChem CID: 135393338

Product Number: N632195, Order Now?

Max Phase: Preclinical

Molecular Formula: C24H24ClFN2O

Molecular Weight: 410.92

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](C(=O)Nc1ccc(Cl)cc1)[C@H]1CC[C@@H](c2ccnc3ccc(F)cc32)CC1

Standard InChI:  InChI=1S/C24H24ClFN2O/c1-15(24(29)28-20-9-6-18(25)7-10-20)16-2-4-17(5-3-16)21-12-13-27-23-11-8-19(26)14-22(21)23/h6-17H,2-5H2,1H3,(H,28,29)/t15-,16-,17+/m0/s1

Standard InChI Key:  KRTIYQIPSAGSBP-YESZJQIVSA-N

Molfile:  

 
     RDKit          2D

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   20.6296  -28.2733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3955  -27.9592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5050  -27.1451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5176  -29.0906    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.6690  -26.6475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4503  -26.3729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0139  -25.8291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3859  -25.2876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.0457  -26.1055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2672  -26.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1101  -27.1908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7381  -27.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5231  -27.4600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3308  -27.4614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7068  -26.9218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6909  -26.4149    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.9275  -27.1925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8620  -26.1116    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2380  -25.5721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3967  -24.7639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7736  -24.2245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9932  -24.4951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8399  -25.3100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4644  -25.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3684  -23.9564    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   16.1756  -28.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 15 20  1  6
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 26 29  1  0
 18 30  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4855340

   (2S)-N-(4-chlorophenyl)-2-[cis-4-(6-fluoro-4-quinolyl)cyclohexyl]propanamide

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: 410.92

Molecular Weight (Monoisotopic): 410.1561

AlogP: 6.58

#Rotatable Bonds: 4

Polar Surface Area: 41.99

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.98

CX Basic pKa: 4.17

CX LogP: 6.38

CX LogD: 6.38

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.53

Np Likeness Score: -1.14

References

1. Hamilton MM, Mseeh F, McAfoos TJ, Leonard PG, Reyna NJ, Harris AL, Xu A, Han M, Soth MJ, Czako B, Theroff JP, Mandal PK, Burke JP, Virgin-Downey B, Petrocchi A, Pfaffinger D, Rogers NE, Parker CA, Yu SS, Jiang Y, Krapp S, Lammens A, Trevitt G, Tremblay MR, Mikule K, Wilcoxen K, Cross JB, Jones P, Marszalek JR, Lewis RT..  (2021)  Discovery of IACS-9779 and IACS-70465 as Potent Inhibitors Targeting Indoleamine 2,3-Dioxygenase 1 (IDO1) Apoenzyme.,  64  (15.0): [PMID:34292726] [10.1021/acs.jmedchem.1c00679]

Source

Source(1):

• Scientific Literature