Natural Product: NPC33881

Natural Product ID:  NPC33881
Common Name:   28-Nor-Isoiguesterin-17-Carbaldehyde
IUPAC Name:   (4aS,6aR,6aS,14aS,14bS)-10-hydroxy-6a,6a,9,14a-tetramethyl-2-methylidene-11-oxo-1,3,4,5,6,13,14,14b-octahydropicene-4a-carbaldehyde
Synonyms:  
Molecular Formula:   C28H34O3
Standard InCHIKey:  KGQOHECLTONQOT-HKFGFSCZSA-N
Standard InCHI:  InChI=1S/C28H34O3/c1-17-8-9-28(16-29)13-12-26(4)22-7-6-19-18(2)24(31)21(30)15-20(19)25(22,3)10-11-27(26,5)23(28)14-17/h6-7,15-16,23,31H,1,8-14H2,2-5H3/t23-,25-,26+,27-,28+/m0/s1
Canonical SMILES:  O=C[C@@]12CCC(=C)C[C@H]2[C@]2([C@@](CC1)(C)C1=CC=C3C(=CC(=O)C(=C3C)O)[C@@]1(CC2)C)C
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO26085 Salacia kraussii Species Celastraceae Eukaryota PMID[9644053]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.0799 ug/ml 24079846
NPT485 Organism Plasmodium falciparum (isolate K1 / Thailand) Plasmodium falciparum K1 IC50 = 0.094 ug/ml 20553004

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC33881 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9367 High Similarity NPC287063
0.925 High Similarity NPC475863
0.9012 High Similarity NPC470034
0.8861 High Similarity NPC112680
0.8625 High Similarity NPC292589
0.8571 High Similarity NPC53733
0.8539 High Similarity NPC211230
0.8539 High Similarity NPC263780
0.8537 High Similarity NPC27817
0.8471 Intermediate Similarity NPC53385
0.8444 Intermediate Similarity NPC474882
0.8427 Intermediate Similarity NPC174167
0.8427 Intermediate Similarity NPC470036
0.8409 Intermediate Similarity NPC65615
0.8409 Intermediate Similarity NPC68148
0.8409 Intermediate Similarity NPC112454
0.8395 Intermediate Similarity NPC1254
0.8353 Intermediate Similarity NPC309309
0.8353 Intermediate Similarity NPC291999
0.8242 Intermediate Similarity NPC474328
0.8242 Intermediate Similarity NPC23170
0.8193 Intermediate Similarity NPC115515
0.8171 Intermediate Similarity NPC110725
0.8152 Intermediate Similarity NPC777
0.8148 Intermediate Similarity NPC128346
0.8148 Intermediate Similarity NPC219232
0.8148 Intermediate Similarity NPC211641
0.8125 Intermediate Similarity NPC190035
0.8118 Intermediate Similarity NPC225515
0.8118 Intermediate Similarity NPC99308
0.8118 Intermediate Similarity NPC121984
0.8095 Intermediate Similarity NPC170793
0.8023 Intermediate Similarity NPC310989
0.8 Intermediate Similarity NPC18955
0.8 Intermediate Similarity NPC108955
0.8 Intermediate Similarity NPC474509
0.8 Intermediate Similarity NPC2482
0.7976 Intermediate Similarity NPC189485
0.7955 Intermediate Similarity NPC469993
0.7931 Intermediate Similarity NPC307258
0.7912 Intermediate Similarity NPC252737
0.7907 Intermediate Similarity NPC3915
0.7907 Intermediate Similarity NPC55869
0.7889 Intermediate Similarity NPC206060
0.7889 Intermediate Similarity NPC474474
0.7875 Intermediate Similarity NPC286814
0.7848 Intermediate Similarity NPC193770
0.7841 Intermediate Similarity NPC180834
0.7816 Intermediate Similarity NPC103486
0.7802 Intermediate Similarity NPC184663
0.7766 Intermediate Similarity NPC147232
0.7753 Intermediate Similarity NPC133652
0.7753 Intermediate Similarity NPC241512
0.7753 Intermediate Similarity NPC6185
0.7753 Intermediate Similarity NPC255174
0.7753 Intermediate Similarity NPC8518
0.7753 Intermediate Similarity NPC263997
0.7753 Intermediate Similarity NPC474537
0.7753 Intermediate Similarity NPC132228
0.7753 Intermediate Similarity NPC32037
0.775 Intermediate Similarity NPC142754
0.775 Intermediate Similarity NPC82477
0.775 Intermediate Similarity NPC296697
0.775 Intermediate Similarity NPC310992
0.775 Intermediate Similarity NPC155198
0.775 Intermediate Similarity NPC39157
0.7742 Intermediate Similarity NPC250575
0.7738 Intermediate Similarity NPC469793
0.7738 Intermediate Similarity NPC92080
0.7738 Intermediate Similarity NPC469796
0.7727 Intermediate Similarity NPC70834
0.7701 Intermediate Similarity NPC4166
0.7701 Intermediate Similarity NPC471898
0.7692 Intermediate Similarity NPC230387
0.7683 Intermediate Similarity NPC225467
0.7677 Intermediate Similarity NPC213366
0.7674 Intermediate Similarity NPC90965
0.7667 Intermediate Similarity NPC95594
0.7667 Intermediate Similarity NPC477579
0.7667 Intermediate Similarity NPC235341
0.7667 Intermediate Similarity NPC94666
0.7654 Intermediate Similarity NPC474060
0.764 Intermediate Similarity NPC96095
0.764 Intermediate Similarity NPC237712
0.7634 Intermediate Similarity NPC301244
0.7634 Intermediate Similarity NPC230064
0.7625 Intermediate Similarity NPC20181
0.7625 Intermediate Similarity NPC220210
0.7619 Intermediate Similarity NPC473171
0.7614 Intermediate Similarity NPC69101
0.7614 Intermediate Similarity NPC251779
0.7614 Intermediate Similarity NPC311092
0.7609 Intermediate Similarity NPC477973
0.7604 Intermediate Similarity NPC21728
0.759 Intermediate Similarity NPC474488
0.7582 Intermediate Similarity NPC73064
0.7582 Intermediate Similarity NPC470523
0.7582 Intermediate Similarity NPC71507
0.7582 Intermediate Similarity NPC93778
0.7558 Intermediate Similarity NPC82635
0.7558 Intermediate Similarity NPC30321
0.7556 Intermediate Similarity NPC274724
0.7556 Intermediate Similarity NPC474680
0.7556 Intermediate Similarity NPC133954
0.7556 Intermediate Similarity NPC469948
0.7531 Intermediate Similarity NPC188292
0.7531 Intermediate Similarity NPC260474
0.7528 Intermediate Similarity NPC105803
0.7528 Intermediate Similarity NPC41539
0.7527 Intermediate Similarity NPC46441
0.7527 Intermediate Similarity NPC129913
0.75 Intermediate Similarity NPC142244
0.75 Intermediate Similarity NPC274050
0.75 Intermediate Similarity NPC474925
0.75 Intermediate Similarity NPC1753
0.75 Intermediate Similarity NPC474085
0.75 Intermediate Similarity NPC472802
0.75 Intermediate Similarity NPC470524
0.75 Intermediate Similarity NPC116797
0.75 Intermediate Similarity NPC474511
0.75 Intermediate Similarity NPC263272
0.75 Intermediate Similarity NPC162632
0.75 Intermediate Similarity NPC267691
0.7474 Intermediate Similarity NPC160413
0.7474 Intermediate Similarity NPC80365
0.7473 Intermediate Similarity NPC118648
0.7473 Intermediate Similarity NPC213412
0.7473 Intermediate Similarity NPC31564
0.7473 Intermediate Similarity NPC51014
0.7473 Intermediate Similarity NPC158393
0.7473 Intermediate Similarity NPC74363
0.7473 Intermediate Similarity NPC327115
0.7473 Intermediate Similarity NPC474778
0.7473 Intermediate Similarity NPC474732
0.7473 Intermediate Similarity NPC474733
0.7473 Intermediate Similarity NPC475022
0.7473 Intermediate Similarity NPC145879
0.7473 Intermediate Similarity NPC222613
0.7473 Intermediate Similarity NPC475862
0.7471 Intermediate Similarity NPC474113
0.747 Intermediate Similarity NPC474562
0.7447 Intermediate Similarity NPC4036
0.7447 Intermediate Similarity NPC145067
0.7447 Intermediate Similarity NPC65120
0.7447 Intermediate Similarity NPC474525
0.7447 Intermediate Similarity NPC233455
0.7447 Intermediate Similarity NPC158030
0.7447 Intermediate Similarity NPC99380
0.7444 Intermediate Similarity NPC85774
0.7444 Intermediate Similarity NPC473246
0.7444 Intermediate Similarity NPC214043
0.7444 Intermediate Similarity NPC87552
0.7439 Intermediate Similarity NPC139397
0.7419 Intermediate Similarity NPC474686
0.7419 Intermediate Similarity NPC95246
0.7419 Intermediate Similarity NPC474972
0.7419 Intermediate Similarity NPC161751
0.7419 Intermediate Similarity NPC474700
0.7416 Intermediate Similarity NPC48362
0.7412 Intermediate Similarity NPC293803
0.7407 Intermediate Similarity NPC290350
0.7407 Intermediate Similarity NPC4370
0.74 Intermediate Similarity NPC179208
0.7396 Intermediate Similarity NPC280725
0.7391 Intermediate Similarity NPC58063
0.7391 Intermediate Similarity NPC158141
0.7391 Intermediate Similarity NPC475740
0.7391 Intermediate Similarity NPC173089
0.7391 Intermediate Similarity NPC136548
0.7386 Intermediate Similarity NPC472478
0.7386 Intermediate Similarity NPC74086
0.7381 Intermediate Similarity NPC474228
0.7381 Intermediate Similarity NPC303613
0.7375 Intermediate Similarity NPC268039
0.7368 Intermediate Similarity NPC12722
0.7368 Intermediate Similarity NPC214756
0.7368 Intermediate Similarity NPC295643
0.7368 Intermediate Similarity NPC272075
0.7363 Intermediate Similarity NPC472940
0.7363 Intermediate Similarity NPC472931
0.7356 Intermediate Similarity NPC476808
0.7349 Intermediate Similarity NPC260040
0.7349 Intermediate Similarity NPC159577
0.7349 Intermediate Similarity NPC282593
0.7349 Intermediate Similarity NPC307176
0.7349 Intermediate Similarity NPC251929
0.7349 Intermediate Similarity NPC35734
0.7349 Intermediate Similarity NPC2634
0.7349 Intermediate Similarity NPC265782
0.7347 Intermediate Similarity NPC471966
0.734 Intermediate Similarity NPC474209
0.734 Intermediate Similarity NPC191684
0.734 Intermediate Similarity NPC475823
0.734 Intermediate Similarity NPC85173
0.7326 Intermediate Similarity NPC26504
0.7326 Intermediate Similarity NPC470525
0.7326 Intermediate Similarity NPC19907
0.732 Intermediate Similarity NPC157113
0.732 Intermediate Similarity NPC9487
0.732 Intermediate Similarity NPC473158

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC33881 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.8409 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7791 Intermediate Similarity NPD4695 Discontinued
0.7711 Intermediate Similarity NPD5733 Approved
0.7667 Intermediate Similarity NPD5279 Phase 3
0.75 Intermediate Similarity NPD4687 Approved
0.75 Intermediate Similarity NPD4058 Approved
0.7473 Intermediate Similarity NPD5280 Approved
0.7473 Intermediate Similarity NPD4694 Approved
0.747 Intermediate Similarity NPD5276 Approved
0.7447 Intermediate Similarity NPD7515 Phase 2
0.7439 Intermediate Similarity NPD4137 Phase 3
0.7386 Intermediate Similarity NPD8259 Clinical (unspecified phase)
0.7363 Intermediate Similarity NPD5329 Approved
0.7356 Intermediate Similarity NPD3617 Approved
0.7349 Intermediate Similarity NPD4747 Approved
0.7349 Intermediate Similarity NPD4691 Approved
0.7303 Intermediate Similarity NPD8028 Phase 2
0.7292 Intermediate Similarity NPD7748 Approved
0.7253 Intermediate Similarity NPD4786 Approved
0.7253 Intermediate Similarity NPD4197 Approved
0.7253 Intermediate Similarity NPD3666 Approved
0.7253 Intermediate Similarity NPD3133 Approved
0.7253 Intermediate Similarity NPD3665 Phase 1
0.7234 Intermediate Similarity NPD4753 Phase 2
0.7222 Intermediate Similarity NPD3667 Approved
0.7143 Intermediate Similarity NPD4697 Phase 3
0.7097 Intermediate Similarity NPD5690 Phase 2
0.7097 Intermediate Similarity NPD3618 Phase 1
0.7071 Intermediate Similarity NPD7902 Approved
0.7053 Intermediate Similarity NPD5328 Approved
0.7033 Intermediate Similarity NPD4223 Phase 3
0.7033 Intermediate Similarity NPD4221 Approved
0.6947 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6947 Remote Similarity NPD5737 Approved
0.6947 Remote Similarity NPD6672 Approved
0.6907 Remote Similarity NPD6079 Approved
0.6905 Remote Similarity NPD3621 Clinical (unspecified phase)
0.69 Remote Similarity NPD6083 Phase 2
0.69 Remote Similarity NPD6084 Phase 2
0.6869 Remote Similarity NPD5695 Phase 3
0.6869 Remote Similarity NPD4629 Approved
0.6869 Remote Similarity NPD5210 Approved
0.6837 Remote Similarity NPD5133 Approved
0.68 Remote Similarity NPD5220 Clinical (unspecified phase)
0.68 Remote Similarity NPD5222 Approved
0.68 Remote Similarity NPD7614 Phase 1
0.68 Remote Similarity NPD5221 Approved
0.6774 Remote Similarity NPD3527 Clinical (unspecified phase)
0.6774 Remote Similarity NPD4788 Approved
0.6768 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6768 Remote Similarity NPD7900 Approved
0.6737 Remote Similarity NPD5330 Approved
0.6737 Remote Similarity NPD7521 Approved
0.6737 Remote Similarity NPD4693 Phase 3
0.6737 Remote Similarity NPD6684 Approved
0.6737 Remote Similarity NPD4519 Discontinued
0.6737 Remote Similarity NPD4689 Approved
0.6737 Remote Similarity NPD7334 Approved
0.6737 Remote Similarity NPD6409 Approved
0.6737 Remote Similarity NPD5205 Approved
0.6737 Remote Similarity NPD4138 Approved
0.6737 Remote Similarity NPD4623 Approved
0.6737 Remote Similarity NPD7146 Approved
0.6737 Remote Similarity NPD4690 Approved
0.6737 Remote Similarity NPD4688 Approved
0.6735 Remote Similarity NPD5284 Approved
0.6735 Remote Similarity NPD6050 Approved
0.6735 Remote Similarity NPD5281 Approved
0.6733 Remote Similarity NPD5173 Approved
0.6733 Remote Similarity NPD4755 Approved
0.6702 Remote Similarity NPD3668 Phase 3
0.6667 Remote Similarity NPD4202 Approved
0.6667 Remote Similarity NPD5696 Approved
0.6667 Remote Similarity NPD6399 Phase 3
0.6633 Remote Similarity NPD4096 Approved
0.6633 Remote Similarity NPD5692 Phase 3
0.6602 Remote Similarity NPD5286 Approved
0.6602 Remote Similarity NPD5285 Approved
0.6602 Remote Similarity NPD4700 Approved
0.6602 Remote Similarity NPD4696 Approved
0.6598 Remote Similarity NPD6903 Approved
0.6598 Remote Similarity NPD4518 Approved
0.6566 Remote Similarity NPD5694 Approved
0.6562 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6538 Remote Similarity NPD5223 Approved
0.6531 Remote Similarity NPD6904 Approved
0.6531 Remote Similarity NPD6673 Approved
0.6531 Remote Similarity NPD6080 Approved
0.6522 Remote Similarity NPD7645 Phase 2
0.6476 Remote Similarity NPD5225 Approved
0.6476 Remote Similarity NPD5211 Phase 2
0.6476 Remote Similarity NPD4633 Approved
0.6476 Remote Similarity NPD5224 Approved
0.6476 Remote Similarity NPD5226 Approved
0.6471 Remote Similarity NPD7732 Phase 3
0.6458 Remote Similarity NPD1696 Phase 3
0.6449 Remote Similarity NPD6402 Approved
0.6449 Remote Similarity NPD7128 Approved
0.6449 Remote Similarity NPD5739 Approved
0.6449 Remote Similarity NPD6675 Approved
0.642 Remote Similarity NPD287 Approved
0.6415 Remote Similarity NPD5175 Approved
0.6415 Remote Similarity NPD4754 Approved
0.6415 Remote Similarity NPD5174 Approved
0.64 Remote Similarity NPD6411 Approved
0.6392 Remote Similarity NPD6098 Approved
0.6355 Remote Similarity NPD7812 Clinical (unspecified phase)
0.6355 Remote Similarity NPD5141 Approved
0.6344 Remote Similarity NPD4195 Approved
0.633 Remote Similarity NPD7320 Approved
0.633 Remote Similarity NPD6881 Approved
0.633 Remote Similarity NPD6899 Approved
0.6327 Remote Similarity NPD3573 Approved
0.63 Remote Similarity NPD5207 Approved
0.6296 Remote Similarity NPD4768 Approved
0.6296 Remote Similarity NPD4767 Approved
0.6289 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6279 Remote Similarity NPD7331 Phase 2
0.6273 Remote Similarity NPD6373 Approved
0.6273 Remote Similarity NPD6372 Approved
0.6264 Remote Similarity NPD6942 Approved
0.6264 Remote Similarity NPD8264 Approved
0.6264 Remote Similarity NPD7339 Approved
0.625 Remote Similarity NPD6923 Approved
0.625 Remote Similarity NPD6922 Approved
0.6239 Remote Similarity NPD6412 Phase 2
0.6239 Remote Similarity NPD5701 Approved
0.6239 Remote Similarity NPD5697 Approved
0.6238 Remote Similarity NPD5693 Phase 1
0.6216 Remote Similarity NPD7290 Approved
0.6216 Remote Similarity NPD6883 Approved
0.6216 Remote Similarity NPD7102 Approved
0.6214 Remote Similarity NPD5654 Approved
0.6211 Remote Similarity NPD4139 Approved
0.6211 Remote Similarity NPD4692 Approved
0.62 Remote Similarity NPD6101 Approved
0.62 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6196 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6182 Remote Similarity NPD6011 Approved
0.6182 Remote Similarity NPD4729 Approved
0.6182 Remote Similarity NPD5128 Approved
0.6182 Remote Similarity NPD5168 Approved
0.6182 Remote Similarity NPD4730 Approved
0.618 Remote Similarity NPD7144 Approved
0.618 Remote Similarity NPD7143 Approved
0.618 Remote Similarity NPD4789 Approved
0.6168 Remote Similarity NPD5091 Approved
0.6161 Remote Similarity NPD6617 Approved
0.6161 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6161 Remote Similarity NPD8130 Phase 1
0.6161 Remote Similarity NPD6649 Approved
0.6161 Remote Similarity NPD6869 Approved
0.6161 Remote Similarity NPD6650 Approved
0.6161 Remote Similarity NPD6847 Approved
0.6154 Remote Similarity NPD6924 Approved
0.6154 Remote Similarity NPD6926 Approved
0.6132 Remote Similarity NPD6404 Discontinued
0.6126 Remote Similarity NPD6014 Approved
0.6126 Remote Similarity NPD6012 Approved
0.6126 Remote Similarity NPD6013 Approved
0.6118 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6111 Remote Similarity NPD7151 Approved
0.6111 Remote Similarity NPD7152 Approved
0.6111 Remote Similarity NPD7150 Approved
0.6106 Remote Similarity NPD8297 Approved
0.6106 Remote Similarity NPD6882 Approved
0.61 Remote Similarity NPD5208 Approved
0.6095 Remote Similarity NPD5959 Approved
0.6071 Remote Similarity NPD5169 Approved
0.6071 Remote Similarity NPD5250 Approved
0.6071 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6071 Remote Similarity NPD5251 Approved
0.6071 Remote Similarity NPD5249 Phase 3
0.6071 Remote Similarity NPD4634 Approved
0.6071 Remote Similarity NPD5248 Approved
0.6071 Remote Similarity NPD5247 Approved
0.6071 Remote Similarity NPD5135 Approved
0.6058 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6038 Remote Similarity NPD7638 Approved
0.6022 Remote Similarity NPD6933 Approved
0.6018 Remote Similarity NPD5215 Approved
0.6018 Remote Similarity NPD5127 Approved
0.6018 Remote Similarity NPD5216 Approved
0.6018 Remote Similarity NPD5217 Approved
0.6 Remote Similarity NPD8328 Phase 3
0.5981 Remote Similarity NPD7639 Approved
0.5981 Remote Similarity NPD7640 Approved
0.5979 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5978 Remote Similarity NPD4784 Approved
0.5978 Remote Similarity NPD4785 Approved
0.5977 Remote Similarity NPD7341 Phase 2
0.5962 Remote Similarity NPD5282 Discontinued
0.5957 Remote Similarity NPD6925 Approved
0.5957 Remote Similarity NPD6932 Approved
0.5957 Remote Similarity NPD5776 Phase 2
0.5957 Remote Similarity NPD4756 Discovery
0.5948 Remote Similarity NPD6868 Approved
0.5943 Remote Similarity NPD3495 Discontinued
0.5938 Remote Similarity NPD7525 Registered
0.5934 Remote Similarity NPD4243 Approved

Structure

External Identifiers

PubChem CID   10645721
ChEMBL   CHEMBL478171
ZINC  

Physicochemical Properties

Molecular Weight:  418.25
ALogP:  2.1282
MLogP:  4.21
XLogP:  6.871
# Rotatable Bonds:  6
Polar Surface Area:  54.37
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  31

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
Similar NPs/Drugs