(2S)-N-(6-fluoro-4-hydroxychroman-3-yl)-2-phenylpropanamide

ID: ALA4446583

PubChem CID: 134536725

Max Phase: Preclinical

Molecular Formula: C18H18FNO3

Molecular Weight: 315.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](C(=O)NC1COc2ccc(F)cc2C1O)c1ccccc1

Standard InChI:  InChI=1S/C18H18FNO3/c1-11(12-5-3-2-4-6-12)18(22)20-15-10-23-16-8-7-13(19)9-14(16)17(15)21/h2-9,11,15,17,21H,10H2,1H3,(H,20,22)/t11-,15?,17?/m0/s1

Standard InChI Key:  BQSCKAGEIGVVHB-OGJQHXJOSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   31.0406  -13.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7503  -12.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7474  -11.9364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0388  -11.5312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4536  -11.5252    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.3326  -12.7596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3366  -11.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6367  -11.5357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9282  -11.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9241  -12.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6286  -13.1658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6419  -10.7185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.2231  -11.5244    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.5128  -11.9284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8077  -11.5153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5076  -12.7456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.0974  -11.9194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8130  -10.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5265  -10.2983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5320   -9.4819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8264   -9.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1137   -9.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1117  -10.2915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  7  1  0
  3  5  1  0
  6  7  2  0
  6 11  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  8 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  1  0
 15 18  1  1
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4446583

   ---

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: 315.34

Molecular Weight (Monoisotopic): 315.1271

AlogP: 2.54

#Rotatable Bonds: 3

Polar Surface Area: 58.56

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.59

CX Basic pKa: ┄

CX LogP: 2.54

CX LogD: 2.54

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.91

Np Likeness Score: -0.30

References

1. Vázquez-Villa H, Trabanco AA..  (2019)  Progress toward allosteric ligands of metabotropic glutamate 7 (mGlu7) receptor: 2008-present.,  10  (2): [PMID:30881607] [10.1039/C8MD00524A]

Source

Source(1):

• Scientific Literature