(4S,7R)-2-(3-Iodo-phenyl)-1,7,8,8-tetramethyl-1,2,4,5,6,7-hexahydro-4,7-methano-indazol-3-one

ID: ALA3291350

PubChem CID: 57941349

Max Phase: Preclinical

Molecular Formula: C18H21IN2O

Molecular Weight: 408.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c2c(c(=O)n1-c1cccc(I)c1)[C@H]1CC[C@]2(C)C1(C)C

Standard InChI:  InChI=1S/C18H21IN2O/c1-17(2)13-8-9-18(17,3)15-14(13)16(22)21(20(15)4)12-7-5-6-11(19)10-12/h5-7,10,13H,8-9H2,1-4H3/t13-,18+/m1/s1

Standard InChI Key:  NOPGMCGZGOFYEM-ACJLOTCBSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
    6.6018   -3.6220    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1322   -4.2687    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6017   -4.9194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3563   -5.6773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3639   -3.8675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3639   -4.6700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0550   -5.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7491   -4.6701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7491   -3.8675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0551   -3.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5168   -4.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3172   -4.7253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3172   -3.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8298   -2.6977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0550   -5.8705    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3451   -2.8351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3045   -4.2674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8952   -3.5508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0683   -3.5492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6526   -4.2658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0698   -4.9857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8953   -4.9837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6560   -2.8316    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  1  0
  2  3  1  0
  3  6  1  0
  3  4  2  0
  5  6  2  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  7 11  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 10 14  1  1
  7 15  1  1
  1 16  1  0
  2 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 19 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3291350

   (1R,7S)-4-(3-iodophenyl)-1,3,10,10-tetramethyl-3,4-diazatricyclo[5.2.1.02,6]dec-2(6)-en-5-one

Molecule Features

Natural Product: No

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: 408.28

Molecular Weight (Monoisotopic): 408.0699

AlogP: 3.96

#Rotatable Bonds: 1

Polar Surface Area: 26.93

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.76

CX LogD: 3.76

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.66

Np Likeness Score: -0.04

References

1. Gillespie P, Pietranico-Cole S, Myers M, Bilotta JA, Conde-Knape K, Fotouhi N, Goodnow RA, Guertin KR, Hamilton MM, Haynes NE, Liu B, Qi L, Ren Y, Scott NR, So SS, Spence C, Taub R, Thakkar K, Tilley JW, Zwingelstein C..  (2014)  Discovery of camphor-derived pyrazolones as 11β-hydroxysteroid dehydrogenase type 1 inhibitors.,  24  (12): [PMID:24815509] [10.1016/j.bmcl.2014.04.049]

Source

Source(1):

• Scientific Literature