Benzhydryl spiro[penicillanate-6,5'-(4-benzoyl-3-benzyloxycarbonyl-2-pyrazolinen)]

ID: ALA4875541

PubChem CID: 164628852

Max Phase: Preclinical

Molecular Formula: C38H33N3O6S

Molecular Weight: 659.76

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1(C)S[C@H]2N(C(=O)C23NN=C(C(=O)OCc2ccccc2)C3C(=O)c2ccccc2)[C@H]1C(=O)OC(c1ccccc1)c1ccccc1

Standard InChI:  InChI=1S/C38H33N3O6S/c1-37(2)32(34(44)47-31(26-19-11-5-12-20-26)27-21-13-6-14-22-27)41-35(45)38(36(41)48-37)28(30(42)25-17-9-4-10-18-25)29(39-40-38)33(43)46-23-24-15-7-3-8-16-24/h3-22,28,31-32,36,40H,23H2,1-2H3/t28?,32-,36+,38?/m0/s1

Standard InChI Key:  NWURDHALFZKKSG-XVOAWNTPSA-N

Molfile:  

 
     RDKit          2D

 49 55  0  0  0  0  0  0  0  0999 V2000
   26.6831  -14.0494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6789  -13.2244    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8930  -12.9735    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4113  -13.6434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8998  -14.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4956  -14.0373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7830  -14.4541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5001  -14.8627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6872  -14.8748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5122  -14.0498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5166  -14.8747    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3027  -15.1255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2954  -13.7907    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.5038  -13.2207    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   28.5626  -15.9084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0145  -16.5250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3707  -16.0748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.1038  -15.4581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5863  -13.6476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1702  -12.9352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1775  -14.3641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3526  -14.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3122  -14.8915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5161  -14.6750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9364  -13.6560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3465  -12.9411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9311  -12.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1052  -12.2331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6966  -12.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1144  -13.6636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6305  -16.8578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4386  -17.0241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0824  -17.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2774  -17.3063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7297  -17.9221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9894  -18.7060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8022  -18.8707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3464  -18.2536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6938  -17.8061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5010  -17.9727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0500  -17.3558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7862  -16.5696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9796  -16.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3081  -15.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5892  -16.1235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5847  -16.9477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2976  -17.3647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0166  -16.9514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0175  -16.1285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  1  0
  7  6  1  0
  7  8  1  0
  1  9  1  0
  9 11  1  0
 10  1  1  0
 10 11  1  0
 11 12  1  0
 12  7  1  0
  7 13  1  0
 13 10  1  0
 10 14  1  6
 12 15  1  6
 15 16  2  0
 15 17  1  0
  9 18  2  0
  4 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
  5 23  1  0
 23 24  2  0
 22 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 17 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 38 33  1  0
 32 39  2  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  2  0
 43 32  1  0
 23 44  1  0
 44 45  2  0
 45 46  1  0
 46 47  2  0
 47 48  1  0
 48 49  2  0
 49 44  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4875541

   ---

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: 659.76

Molecular Weight (Monoisotopic): 659.2090

AlogP: 5.32

#Rotatable Bonds: 9

Polar Surface Area: 114.37

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.57

CX Basic pKa: ┄

CX LogP: 7.32

CX LogD: 7.32

Aromatic Rings: 4

Heavy Atoms: 48

QED Weighted: 0.15

Np Likeness Score: -0.09

References

1. Alves NG, Bártolo I, Alves AJS, Fontinha D, Francisco D, Lopes SMM, Soares MIL, Simões CJV, Prudêncio M, Taveira N, Pinho E Melo TMVD..  (2021)  Synthesis and structure-activity relationships of new chiral spiro-β-lactams highly active against HIV-1 and Plasmodium.,  219  [PMID:33887681] [10.1016/j.ejmech.2021.113439]

Source

Source(1):

• Scientific Literature