5alpha-iodozoanthenamine

ID: ALA4095127

PubChem CID: 137655462

Max Phase: Preclinical

Molecular Formula: C30H38INO6

Molecular Weight: 635.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=CC(=O)[C@@H]2[C@@H](C1)C13C=C4N5C[C@H]6C[C@H](C)[C@@H](I)[C@]5(CC[C@@]4(C)[C@]4(COC(=O)C4)[C@H]1[C@@](O)(OC3)[C@@H]2C)O6

Standard InChI:  InChI=1S/C30H38INO6/c1-15-7-19-23(20(33)8-15)17(3)30(35)25-27(19,13-37-30)10-21-26(4,28(25)11-22(34)36-14-28)5-6-29-24(31)16(2)9-18(38-29)12-32(21)29/h8,10,16-19,23-25,35H,5-7,9,11-14H2,1-4H3/t16-,17+,18+,19+,23-,24+,25-,26+,27?,28+,29-,30-/m0/s1

Standard InChI Key:  JRAULEBYGITCQA-CTKJKPKXSA-N

Molfile:  

     RDKit          2D

 42 49  0  0  0  0  0  0  0  0999 V2000
    5.2620   -4.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9677   -5.1489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5744   -4.6040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2436   -3.8585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4325   -3.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7293   -3.5081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7293   -4.3253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4346   -4.7298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4346   -3.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1399   -3.5081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1364   -4.3253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5520   -3.5141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8454   -3.1003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5485   -4.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8351   -4.7364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8293   -5.5521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2484   -5.5640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5343   -5.9653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9418   -6.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9530   -5.9773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5257   -6.7806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2277   -7.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3416   -8.0144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7561   -7.0723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7797   -8.6115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5053   -7.8556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9630   -8.5386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3736   -4.7749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4346   -2.2782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0222   -4.7350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8477   -2.2831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5358   -5.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1326   -2.6910    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1284   -5.1384    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2618   -3.1093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1260   -3.7475    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0702   -9.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3872   -7.7138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1203   -8.2622    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    3.8301   -3.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3336   -2.7198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6868   -7.8500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  1  5  1  1
  6  7  2  0
  6  9  1  0
  7  8  1  0
  8 11  1  0
 10  9  1  0
 10 11  1  0
 10 13  1  0
 11 15  1  0
 14 12  1  0
 12 13  1  0
 14 15  1  0
 14  1  1  0
 15 16  1  0
 16 18  2  0
 17  1  1  0
 17 18  1  0
 17 20  1  0
 18 21  1  0
 22 19  1  0
 19 20  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 23 25  1  0
 24 26  1  0
 25 27  1  0
 26 27  1  0
  3 28  2  0
  9 29  2  0
  7 30  1  0
 13 31  1  1
 17 32  1  1
 10 33  1  6
 11 34  1  1
 12 35  1  1
 14 36  1  1
 25 37  1  1
 26 38  1  0
 22 38  1  1
 23 39  1  6
 15 40  1  0
 40 41  1  0
 12 41  1  0
 26 42  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4095127

   ---

Molecule Features

Natural Product: Yes

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: 635.54

Molecular Weight (Monoisotopic): 635.1744

AlogP: 3.98

#Rotatable Bonds: ┄

Polar Surface Area: 85.30

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.60

CX Basic pKa: 6.68

CX LogP: 3.59

CX LogD: 3.51

Aromatic Rings: ┄

Heavy Atoms: 38

QED Weighted: 0.25

Np Likeness Score: 2.06

References

1. Hsu YM, Chang FR, Lo IW, Lai KH, El-Shazly M, Wu TY, Du YC, Hwang TL, Cheng YB, Wu YC..  (2016)  Zoanthamine-Type Alkaloids from the Zoanthid Zoanthus kuroshio Collected in Taiwan and Their Effects on Inflammation.,  79  (10): [PMID:27759384] [10.1021/acs.jnatprod.6b00625]

Source

Source(1):

• Scientific Literature