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

ID: ALA32172

PubChem CID: 9981999

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-QPLCGJKRSA-N

Molfile:  

     RDKit          2D

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    1.3417   -1.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1417   -3.6042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0417   -1.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4625   -3.0042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2417   -2.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4417   -1.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2417   -1.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1417    0.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4417    1.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1375    1.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9375   -2.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8375   -2.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0375    2.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1375    2.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8417   -1.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1375   -2.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2375   -3.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8375   -3.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  6  1  0
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  6 12  2  0
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 33 31  1  0
  6 13  1  0
 21 17  1  0
 33 32  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA32172

   Sulfamic acid 4-{(Z)-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