Sulfamic acid 4-{(E)-1-[4-(2-dimethylamino-ethoxy)-phenyl]-2-phenyl-but-1-enyl}-phenyl ester

ID: ALA33862

Cas Number: 221214-41-1

PubChem CID: 9804585

Max Phase: Preclinical

Molecular Formula: C26H30N2O4S

Molecular Weight: 466.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC/C(=C(/c1ccc(OCCN(C)C)cc1)c1ccc(OS(N)(=O)=O)cc1)c1ccccc1

Standard InChI:  InChI=1S/C26H30N2O4S/c1-4-25(20-8-6-5-7-9-20)26(22-12-16-24(17-13-22)32-33(27,29)30)21-10-14-23(15-11-21)31-19-18-28(2)3/h5-17H,4,18-19H2,1-3H3,(H2,27,29,30)/b26-25+

Standard InChI Key:  NSDNSKZEYQJJAH-OCEACIFDSA-N

Molfile:  

     RDKit          2D

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    2.1792   -3.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0125   -3.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5750   -6.1417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7542   -2.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4167   -2.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9292   -2.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4292   -3.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5042   -0.3542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9167    0.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5042    1.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0042   -1.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2500   -2.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7417    1.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5000    2.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2542   -3.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6625   -1.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4167   -1.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2500   -1.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  6  1  0
  3  2  2  0
  4  1  1  0
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  6 12  2  0
  7  1  2  0
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 32 26  2  0
 33 31  2  0
  6 13  1  0
 21 17  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA33862

   Sulfamic acid 4-{(E)-1-[4-(2-dimethylamino-ethoxy)-phenyl]-2-phenyl-but-1-enyl}-phenyl ester

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: 466.60

Molecular Weight (Monoisotopic): 466.1926

AlogP: 4.58

#Rotatable Bonds: 10

Polar Surface Area: 81.86

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.77

CX Basic pKa: 8.76

CX LogP: 5.00

CX LogD: 3.62

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.44

Np Likeness Score: -0.48

References

1. Chu GH, Peters A, Selcer KW, Li PK..  (1999)  Synthesis and sulfatase inhibitory activities of (E)- and (Z)-4-hydroxytamoxifen sulfamates.,  9  (2): [PMID:10021916] [10.1016/s0960-894x(98)00707-0]

2. Saha T, Makar S, Swetha R, Gutti G, Singh SK..  (2019)  Estrogen signaling: An emanating therapeutic target for breast cancer treatment.,  177  [PMID:31129450] [10.1016/j.ejmech.2019.05.023]

Source

Source(1):

• Scientific Literature