(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-19-((3-(N,N-diisopropylsulfamoyl)benzyl)amino)-13-hydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-ylcarbamat

ID: ALA4777512

PubChem CID: 162643703

Max Phase: Preclinical

Molecular Formula: C42H60N4O10S

Molecular Weight: 813.03

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CO[C@H]1/C=C\C=C(/C)C(=O)NC2=CC(=O)C(NCc3cccc(CS(=O)(=O)N(C(C)C)C(C)C)c3)=C(C[C@@H](C)C[C@H](OC)[C@H](O)[C@@H](C)/C=C(\C)[C@@H]1OC(N)=O)C2=O

Standard InChI:  InChI=1S/C42H60N4O10S/c1-24(2)46(25(3)4)57(52,53)23-31-15-12-14-30(20-31)22-44-37-32-17-26(5)18-36(55-10)38(48)28(7)19-29(8)40(56-42(43)51)35(54-9)16-11-13-27(6)41(50)45-33(39(32)49)21-34(37)47/h11-16,19-21,24-26,28,35-36,38,40,44,48H,17-18,22-23H2,1-10H3,(H2,43,51)(H,45,50)/b16-11-,27-13+,29-19+/t26-,28+,35+,36+,38-,40+/m1/s1

Standard InChI Key:  GPZJQNHHEUXZBK-LJRMQGSKSA-N

Molfile:  

 
     RDKit          2D

 57 59  0  0  0  0  0  0  0  0999 V2000
    3.1136  -21.6007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4067  -22.3633    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9206  -21.7282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6443  -22.6543    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0102  -22.1387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5149  -23.4611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7514  -23.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1489  -23.9767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1397  -21.3319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2468  -22.4301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8867  -26.4202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1768  -26.0116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5688  -26.5605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9029  -27.3084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7174  -27.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1906  -23.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8984  -23.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1906  -22.7534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8984  -24.7964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6061  -25.2050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6061  -26.0222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6061  -23.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6521  -23.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6521  -24.7964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3598  -25.2050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3598  -26.0222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0675  -26.4308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7752  -26.0222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0675  -27.2480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6521  -26.4308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9444  -26.0222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7736  -25.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4829  -23.9747    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3598  -23.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0675  -23.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7713  -23.5729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7736  -22.7563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0659  -22.3477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3559  -22.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0675  -24.7964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0667  -21.5305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2650  -27.8282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0135  -28.6057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5611  -29.2123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2144  -28.7767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4953  -28.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9444  -25.2050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1757  -25.1944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6476  -22.3481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9405  -22.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2322  -22.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2339  -21.5328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5265  -21.1253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8184  -21.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8221  -22.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5302  -22.7602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1164  -22.7684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  5  9  1  0
  5 10  1  0
 11 12  1  1
 13 14  2  0
 14 15  1  0
 15 11  1  0
 33 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 17 22  1  0
 21 11  1  0
 34 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 13  1  0
 28 32  1  1
 27 29  1  1
 26 30  1  1
 30 31  1  0
 36 33  1  0
 34 35  1  0
 34 39  2  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  1  0
 35 40  2  0
 38 41  2  0
 15 42  1  1
 42 43  1  0
 43 44  1  0
 43 45  2  0
 14 46  1  0
 24 47  1  6
 12 48  1  0
 39 49  1  0
 49 50  1  0
 50 51  1  0
 51 52  2  0
 52 53  1  0
 53 54  2  0
 54 55  1  0
 55 56  2  0
 56 51  1  0
 55 57  1  0
 57  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4777512

   ---

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: 813.03

Molecular Weight (Monoisotopic): 812.4030

AlogP: 4.50

#Rotatable Bonds: 11

Polar Surface Area: 203.66

Molecular Species: NEUTRAL

HBA: 11

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.78

CX Basic pKa: ┄

CX LogP: 3.92

CX LogD: 3.92

Aromatic Rings: 1

Heavy Atoms: 57

QED Weighted: 0.18

Np Likeness Score: 1.43

References

1. Skrzypczak N,Pyta K,Ruszkowski P,Gdaniec M,Bartl F,Przybylski P.  (2020)  Synthesis, structure and anticancer activity of new geldanamycin amine analogs containing C(17)- or C(20)- flexible and rigid arms as well as closed or open ansa-bridges.,  202  [PMID:32663707] [10.1016/j.ejmech.2020.112624]

Source

Source(1):

• Scientific Literature