5,11,17,23-tetra-tert-butyl-25,27-bis[N-(2-hydroxyethyl)aminocarbonylmethoxyl]calix[4]arene-26,28-diol

ID: ALA4074300

PubChem CID: 15833040

Max Phase: Preclinical

Molecular Formula: C52H70N2O8

Molecular Weight: 851.14

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1cc2c(O)c(c1)Cc1cc(C(C)(C)C)cc(c1OCC(=O)NCCO)Cc1cc(C(C)(C)C)cc(c1O)Cc1cc(C(C)(C)C)cc(c1OCC(=O)NCCO)C2

Standard InChI:  InChI=1S/C52H70N2O8/c1-49(2,3)39-21-31-17-35-25-41(51(7,8)9)27-37(47(35)61-29-43(57)53-13-15-55)19-33-23-40(50(4,5)6)24-34(46(33)60)20-38-28-42(52(10,11)12)26-36(18-32(22-39)45(31)59)48(38)62-30-44(58)54-14-16-56/h21-28,55-56,59-60H,13-20,29-30H2,1-12H3,(H,53,57)(H,54,58)

Standard InChI Key:  CUBXLUKJWHESQY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 62 66  0  0  0  0  0  0  0  0999 V2000
    3.2236   -6.9546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4043   -6.9340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9786   -7.6321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3711   -8.3513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1936   -8.3680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6156   -7.6692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4326   -7.6862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6570  -11.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6559  -12.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3639  -12.4298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0736  -12.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0707  -11.1977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3621  -10.7924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3597   -9.9752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2421  -10.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4022   -6.8661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5828   -6.8822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1888   -7.5987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6131   -8.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4355   -8.2795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8258   -7.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3718   -7.6157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8092   -4.7301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8035   -4.9783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5662   -3.6154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5651   -4.4350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2731   -4.8439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9828   -4.4345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9799   -3.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2713   -3.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2729   -5.6611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6485  -10.2025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8558   -6.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6728   -7.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0960   -6.3050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0666   -7.7201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9130   -6.3220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3362   -5.6229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1532   -5.6399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9780   -8.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1610   -8.3487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7672   -9.0647    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7378   -7.6496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9502   -9.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5564   -9.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7394   -9.8147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6428   -7.5429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0682   -8.2405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0342   -6.8255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2689   -2.3894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9754   -1.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5600   -1.9829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1617   -7.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7702   -6.8952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7362   -8.3102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3637  -13.2470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6559  -13.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0713  -13.6557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3559  -14.0615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3426   -7.6106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4560   -7.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2610   -1.5683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 13 14  1  0
 12 15  1  0
  8 32  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 18 22  1  0
 19 15  1  0
 17 23  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
 27 31  1  0
 26 24  1  0
 28 23  1  0
  1 24  1  0
  5 32  1  0
  7 33  1  0
 33 34  1  0
 34 35  1  0
 34 36  2  0
 35 37  1  0
 37 38  1  0
 38 39  1  0
 22 40  1  0
 40 41  1  0
 41 42  1  0
 41 43  2  0
 42 44  1  0
 44 45  1  0
 45 46  1  0
 21 47  1  0
 47 48  1  0
 47 49  1  0
 30 50  1  0
 50 51  1  0
 50 52  1  0
  3 53  1  0
 53 54  1  0
 53 55  1  0
 10 56  1  0
 56 57  1  0
 56 58  1  0
 56 59  1  0
 53 60  1  0
 47 61  1  0
 50 62  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4074300

   N-(2-hydroxyethyl)-2-[[5,11,17,23-tetratert-butyl-26,28-dihydroxy-27-[2-(2-hydroxyethylamino)-2-oxoethoxy]-25-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaenyl]oxy]acetamide

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: 851.14

Molecular Weight (Monoisotopic): 850.5132

AlogP: 7.94

#Rotatable Bonds: 10

Polar Surface Area: 157.58

Molecular Species: NEUTRAL

HBA: 8

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.03

CX Basic pKa: ┄

CX LogP: 10.03

CX LogD: 10.03

Aromatic Rings: 4

Heavy Atoms: 62

QED Weighted: 0.08

Np Likeness Score: -0.14

References

1. An L, Han LL, Zheng YG, Peng XN, Xue YS, Gu XK, Sun J, Yan CG..  (2016)  Synthesis, X-ray crystal structure and anti-tumor activity of calix[n]arene polyhydroxyamine derivatives.,  123  [PMID:27474920] [10.1016/j.ejmech.2016.07.016]

2. An L,Wang C,Zheng YG,Liu JD,Huang TH.  (2021)  Design, synthesis and evaluation of calix[4]arene-based carbonyl amide derivatives with antitumor activities.,  210  [PMID:33183867] [10.1016/j.ejmech.2020.112984]

Source

Source(1):

• Scientific Literature