4-(3-(4-fluoroisoindolin-2-yl)-3-methylbutyl)-2-isopropoxyphenol

ID: ALA4867297

PubChem CID: 91826734

Max Phase: Preclinical

Molecular Formula: C22H28FNO2

Molecular Weight: 357.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)Oc1cc(CCC(C)(C)N2Cc3cccc(F)c3C2)ccc1O

Standard InChI:  InChI=1S/C22H28FNO2/c1-15(2)26-21-12-16(8-9-20(21)25)10-11-22(3,4)24-13-17-6-5-7-19(23)18(17)14-24/h5-9,12,15,25H,10-11,13-14H2,1-4H3

Standard InChI Key:  CZMKZNSLFDBBJT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    8.4319  -18.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0275  -18.0566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6185  -18.7598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4890  -16.8349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4879  -17.6545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1959  -18.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9056  -17.6540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9027  -16.8313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1941  -16.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7812  -16.4265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6139  -18.0615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3210  -17.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7364  -17.6495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7798  -18.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7792  -18.8797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0712  -19.2877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4866  -19.2888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4799  -17.9808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8212  -16.8338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6212  -16.6656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0264  -17.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8413  -17.3774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2520  -16.6717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8418  -15.9618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0282  -15.9626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2476  -18.0865    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  4 10  1  0
  7 11  1  0
 11 12  1  0
 12  2  1  0
  2 13  1  0
  5 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 13 18  1  0
 18 21  1  0
 20 19  1  0
 19 13  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 22 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4867297

   US10207991, Ex. Cpd. No. 28

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: 357.47

Molecular Weight (Monoisotopic): 357.2104

AlogP: 5.05

#Rotatable Bonds: 6

Polar Surface Area: 32.70

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.26

CX Basic pKa: 7.77

CX LogP: 5.28

CX LogD: 4.75

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.79

Np Likeness Score: -0.45

References

1. Rishton GM, Look GC, Ni ZJ, Zhang J, Wang Y, Huang Y, Wu X, Izzo NJ, LaBarbera KM, Limegrover CS, Rehak C, Yurko R, Catalano SM..  (2021)  Discovery of Investigational Drug CT1812, an Antagonist of the Sigma-2 Receptor Complex for Alzheimer's Disease.,  12  (9.0): [PMID:34531947] [10.1021/acsmedchemlett.1c00048]

Source

Source(1):

• Scientific Literature