Natural Product: NPC476935

Natural Product ID:  NPC476935
Common Name:   Crotogoudin
IUPAC Name:  
Synonyms:   Crotogoudin
Molecular Formula:   C20H26O3
Standard InCHIKey:  HXJHRPFDRBBYKZ-KRUJCJHPSA-N
Standard InCHI:  InChI=1S/C20H26O3/c1-12(2)15-6-10-19-9-5-14(13(3)17(19)22)11-20(19)18(15,4)8-7-16(21)23-20/h14-15H,1,3,5-11H2,2,4H3/t14-,15+,18+,19+,20+/m1/s1
Canonical SMILES:  O=C1CC[C@@]2([C@@]3(O1)C[C@H]1CC[C@]3(CC[C@H]2C(=C)C)C(=O)C1=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
NPO33570 Croton barorum Species Euphorbiaceae Eukaryota PMID[20849074]
NPO33518 Croton goudotii Species Euphorbiaceae Eukaryota PMID[20849074]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT111 Cell Line K562 Homo sapiens Activity = 31.8 % 20849074
NPT111 Cell Line K562 Homo sapiens Activity = 22.2 % 20849074
NPT111 Cell Line K562 Homo sapiens Activity = 33.6 % 20849074
NPT91 Cell Line KB Homo sapiens IC50 = 1500 nM 20849074
NPT139 Cell Line HT-29 Homo sapiens IC50 = 1900 nM 20849074
NPT81 Cell Line A549 Homo sapiens IC50 = 540 nM 20849074
NPT116 Cell Line HL-60 Homo sapiens IC50 = 490 nM 20849074

  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 NPC476935 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
0.8941 High Similarity NPC476934
0.869 High Similarity NPC476932
0.869 High Similarity NPC30421
0.8537 High Similarity NPC476458
0.8537 High Similarity NPC258153
0.8353 Intermediate Similarity NPC471042
0.8295 Intermediate Similarity NPC470230
0.8295 Intermediate Similarity NPC250753
0.8171 Intermediate Similarity NPC471475
0.8111 Intermediate Similarity NPC475118
0.8068 Intermediate Similarity NPC471043
0.8043 Intermediate Similarity NPC473456
0.8022 Intermediate Similarity NPC470229
0.8022 Intermediate Similarity NPC470232
0.7978 Intermediate Similarity NPC328141
0.7955 Intermediate Similarity NPC56413
0.7952 Intermediate Similarity NPC263951
0.7935 Intermediate Similarity NPC329910
0.7935 Intermediate Similarity NPC13949
0.7927 Intermediate Similarity NPC212661
0.7927 Intermediate Similarity NPC471035
0.7912 Intermediate Similarity NPC470385
0.7912 Intermediate Similarity NPC470386
0.7901 Intermediate Similarity NPC39362
0.7895 Intermediate Similarity NPC474768
0.7889 Intermediate Similarity NPC211403
0.7889 Intermediate Similarity NPC198242
0.7872 Intermediate Similarity NPC475392
0.7872 Intermediate Similarity NPC475385
0.7872 Intermediate Similarity NPC475202
0.7857 Intermediate Similarity NPC274522
0.7857 Intermediate Similarity NPC476265
0.7849 Intermediate Similarity NPC96839
0.7831 Intermediate Similarity NPC63020
0.7826 Intermediate Similarity NPC274417
0.7816 Intermediate Similarity NPC224345
0.7812 Intermediate Similarity NPC139347
0.7802 Intermediate Similarity NPC294263
0.7778 Intermediate Similarity NPC8062
0.7766 Intermediate Similarity NPC471038
0.7766 Intermediate Similarity NPC474793
0.7766 Intermediate Similarity NPC26270
0.7765 Intermediate Similarity NPC475951
0.7742 Intermediate Similarity NPC165616
0.7742 Intermediate Similarity NPC470387
0.7717 Intermediate Similarity NPC169751
0.7717 Intermediate Similarity NPC469982
0.7717 Intermediate Similarity NPC100257
0.7717 Intermediate Similarity NPC224410
0.7717 Intermediate Similarity NPC47853
0.7717 Intermediate Similarity NPC269729
0.7717 Intermediate Similarity NPC272635
0.7711 Intermediate Similarity NPC472300
0.7701 Intermediate Similarity NPC475509
0.7692 Intermediate Similarity NPC218301
0.7684 Intermediate Similarity NPC267921
0.7654 Intermediate Similarity NPC279241
0.7654 Intermediate Similarity NPC36310
0.7647 Intermediate Similarity NPC267517
0.764 Intermediate Similarity NPC471728
0.7634 Intermediate Similarity NPC471624
0.7634 Intermediate Similarity NPC98639
0.7634 Intermediate Similarity NPC210214
0.7634 Intermediate Similarity NPC197158
0.7629 Intermediate Similarity NPC179208
0.7619 Intermediate Similarity NPC476810
0.7614 Intermediate Similarity NPC98270
0.7604 Intermediate Similarity NPC46848
0.7604 Intermediate Similarity NPC289148
0.7604 Intermediate Similarity NPC148279
0.7604 Intermediate Similarity NPC52899
0.7604 Intermediate Similarity NPC163963
0.7604 Intermediate Similarity NPC236585
0.759 Intermediate Similarity NPC92489
0.759 Intermediate Similarity NPC198473
0.759 Intermediate Similarity NPC104806
0.7586 Intermediate Similarity NPC472740
0.7586 Intermediate Similarity NPC291320
0.7586 Intermediate Similarity NPC471037
0.7586 Intermediate Similarity NPC471036
0.7586 Intermediate Similarity NPC118800
0.7586 Intermediate Similarity NPC107253
0.7582 Intermediate Similarity NPC223093
0.7582 Intermediate Similarity NPC263977
0.7579 Intermediate Similarity NPC288
0.7579 Intermediate Similarity NPC109059
0.7576 Intermediate Similarity NPC186054
0.7558 Intermediate Similarity NPC20096
0.7558 Intermediate Similarity NPC473217
0.7558 Intermediate Similarity NPC48673
0.7558 Intermediate Similarity NPC471898
0.7556 Intermediate Similarity NPC50847
0.7556 Intermediate Similarity NPC474845
0.7553 Intermediate Similarity NPC29410
0.7553 Intermediate Similarity NPC200054
0.7553 Intermediate Similarity NPC219353
0.7553 Intermediate Similarity NPC104568
0.7551 Intermediate Similarity NPC202793
0.7551 Intermediate Similarity NPC474558
0.7529 Intermediate Similarity NPC192744
0.7529 Intermediate Similarity NPC231431
0.7528 Intermediate Similarity NPC9892
0.7528 Intermediate Similarity NPC470345
0.7528 Intermediate Similarity NPC10005
0.7528 Intermediate Similarity NPC329943
0.7528 Intermediate Similarity NPC91525
0.7527 Intermediate Similarity NPC41649
0.7527 Intermediate Similarity NPC84893
0.7527 Intermediate Similarity NPC303863
0.7527 Intermediate Similarity NPC474529
0.7527 Intermediate Similarity NPC471040
0.7526 Intermediate Similarity NPC275990
0.7526 Intermediate Similarity NPC76866
0.7526 Intermediate Similarity NPC214946
0.7526 Intermediate Similarity NPC246736
0.7526 Intermediate Similarity NPC309388
0.7526 Intermediate Similarity NPC286519
0.7526 Intermediate Similarity NPC475803
0.7526 Intermediate Similarity NPC88203
0.7526 Intermediate Similarity NPC148628
0.7526 Intermediate Similarity NPC304832
0.75 Intermediate Similarity NPC146683
0.75 Intermediate Similarity NPC66105
0.75 Intermediate Similarity NPC63841
0.75 Intermediate Similarity NPC327515
0.75 Intermediate Similarity NPC475416
0.75 Intermediate Similarity NPC470388
0.75 Intermediate Similarity NPC156981
0.75 Intermediate Similarity NPC117685
0.75 Intermediate Similarity NPC312660
0.75 Intermediate Similarity NPC471901
0.75 Intermediate Similarity NPC287676
0.7474 Intermediate Similarity NPC26413
0.7474 Intermediate Similarity NPC10864
0.7474 Intermediate Similarity NPC170131
0.7473 Intermediate Similarity NPC469546
0.7473 Intermediate Similarity NPC11611
0.7473 Intermediate Similarity NPC474700
0.7471 Intermediate Similarity NPC476292
0.7471 Intermediate Similarity NPC474605
0.7471 Intermediate Similarity NPC226988
0.7468 Intermediate Similarity NPC263161
0.7468 Intermediate Similarity NPC469868
0.7449 Intermediate Similarity NPC209298
0.7449 Intermediate Similarity NPC96217
0.7449 Intermediate Similarity NPC90177
0.7449 Intermediate Similarity NPC87927
0.7449 Intermediate Similarity NPC470310
0.7449 Intermediate Similarity NPC122811
0.7449 Intermediate Similarity NPC277074
0.7449 Intermediate Similarity NPC216114
0.7447 Intermediate Similarity NPC217329
0.7444 Intermediate Similarity NPC259009
0.7444 Intermediate Similarity NPC162107
0.7444 Intermediate Similarity NPC46912
0.7444 Intermediate Similarity NPC57469
0.7444 Intermediate Similarity NPC231599
0.7442 Intermediate Similarity NPC37038
0.7439 Intermediate Similarity NPC330659
0.7439 Intermediate Similarity NPC244708
0.7439 Intermediate Similarity NPC472813
0.7439 Intermediate Similarity NPC161187
0.7423 Intermediate Similarity NPC14634
0.7419 Intermediate Similarity NPC287118
0.7419 Intermediate Similarity NPC79117
0.7419 Intermediate Similarity NPC471902
0.7419 Intermediate Similarity NPC131840
0.7419 Intermediate Similarity NPC473690
0.7416 Intermediate Similarity NPC471034
0.7416 Intermediate Similarity NPC474537
0.7416 Intermediate Similarity NPC201655
0.7416 Intermediate Similarity NPC190704
0.7416 Intermediate Similarity NPC474971
0.7416 Intermediate Similarity NPC102292
0.7407 Intermediate Similarity NPC235586
0.74 Intermediate Similarity NPC470952
0.74 Intermediate Similarity NPC471474
0.7396 Intermediate Similarity NPC20479
0.7396 Intermediate Similarity NPC38471
0.7396 Intermediate Similarity NPC98837
0.7396 Intermediate Similarity NPC89099
0.7396 Intermediate Similarity NPC28864
0.7396 Intermediate Similarity NPC38296
0.7396 Intermediate Similarity NPC162459
0.7396 Intermediate Similarity NPC16911
0.7396 Intermediate Similarity NPC78427
0.7391 Intermediate Similarity NPC180849
0.7391 Intermediate Similarity NPC80401
0.7391 Intermediate Similarity NPC76286
0.7381 Intermediate Similarity NPC78935
0.7381 Intermediate Similarity NPC89294
0.7381 Intermediate Similarity NPC474316
0.7381 Intermediate Similarity NPC475744
0.7381 Intermediate Similarity NPC476985
0.7374 Intermediate Similarity NPC84928
0.7374 Intermediate Similarity NPC244247
0.7374 Intermediate Similarity NPC98603
0.7374 Intermediate Similarity NPC101842
0.7368 Intermediate Similarity NPC111684
0.7368 Intermediate Similarity NPC223169

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476935 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
0.869 High Similarity NPD3573 Approved
0.7363 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.734 Intermediate Similarity NPD7748 Approved
0.734 Intermediate Similarity NPD7900 Approved
0.734 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7174 Intermediate Similarity NPD5208 Approved
0.7158 Intermediate Similarity NPD6001 Approved
0.7143 Intermediate Similarity NPD6098 Approved
0.7143 Intermediate Similarity NPD6409 Approved
0.7143 Intermediate Similarity NPD7521 Approved
0.7143 Intermediate Similarity NPD7334 Approved
0.7143 Intermediate Similarity NPD7146 Approved
0.7143 Intermediate Similarity NPD6684 Approved
0.7143 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD5330 Approved
0.7128 Intermediate Similarity NPD8035 Phase 2
0.7128 Intermediate Similarity NPD8034 Phase 2
0.7128 Intermediate Similarity NPD7515 Phase 2
0.7113 Intermediate Similarity NPD7902 Approved
0.7097 Intermediate Similarity NPD6904 Approved
0.7097 Intermediate Similarity NPD6080 Approved
0.7097 Intermediate Similarity NPD6673 Approved
0.7083 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD4788 Approved
0.6989 Remote Similarity NPD6903 Approved
0.6989 Remote Similarity NPD5737 Approved
0.6989 Remote Similarity NPD6672 Approved
0.6947 Remote Similarity NPD5693 Phase 1
0.6893 Remote Similarity NPD5697 Approved
0.6889 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6842 Remote Similarity NPD5692 Phase 3
0.6842 Remote Similarity NPD5207 Approved
0.6837 Remote Similarity NPD7732 Phase 3
0.6827 Remote Similarity NPD6899 Approved
0.6827 Remote Similarity NPD6011 Approved
0.6827 Remote Similarity NPD6881 Approved
0.6796 Remote Similarity NPD6675 Approved
0.6796 Remote Similarity NPD5739 Approved
0.6796 Remote Similarity NPD6008 Approved
0.6796 Remote Similarity NPD7128 Approved
0.6796 Remote Similarity NPD6402 Approved
0.6771 Remote Similarity NPD6050 Approved
0.6771 Remote Similarity NPD6411 Approved
0.6771 Remote Similarity NPD5694 Approved
0.6771 Remote Similarity NPD6079 Approved
0.6762 Remote Similarity NPD6012 Approved
0.6762 Remote Similarity NPD6014 Approved
0.6762 Remote Similarity NPD6013 Approved
0.6737 Remote Similarity NPD5328 Approved
0.6737 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6731 Remote Similarity NPD5701 Approved
0.6707 Remote Similarity NPD4224 Phase 2
0.6706 Remote Similarity NPD5777 Approved
0.6703 Remote Similarity NPD4223 Phase 3
0.6703 Remote Similarity NPD4221 Approved
0.6698 Remote Similarity NPD6883 Approved
0.6698 Remote Similarity NPD7290 Approved
0.6698 Remote Similarity NPD7102 Approved
0.6667 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6667 Remote Similarity NPD1694 Approved
0.6667 Remote Similarity NPD3702 Approved
0.6667 Remote Similarity NPD7320 Approved
0.6667 Remote Similarity NPD4695 Discontinued
0.6667 Remote Similarity NPD7614 Phase 1
0.6636 Remote Similarity NPD6617 Approved
0.6636 Remote Similarity NPD8130 Phase 1
0.6636 Remote Similarity NPD6869 Approved
0.6636 Remote Similarity NPD6649 Approved
0.6636 Remote Similarity NPD6650 Approved
0.6636 Remote Similarity NPD6847 Approved
0.6604 Remote Similarity NPD6372 Approved
0.6604 Remote Similarity NPD6373 Approved
0.66 Remote Similarity NPD6083 Phase 2
0.66 Remote Similarity NPD6084 Phase 2
0.6596 Remote Similarity NPD3618 Phase 1
0.6588 Remote Similarity NPD4691 Approved
0.6574 Remote Similarity NPD8297 Approved
0.6574 Remote Similarity NPD6882 Approved
0.6566 Remote Similarity NPD5695 Phase 3
0.6562 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6562 Remote Similarity NPD6101 Approved
0.6559 Remote Similarity NPD4197 Approved
0.6535 Remote Similarity NPD5696 Approved
0.6531 Remote Similarity NPD6399 Phase 3
0.65 Remote Similarity NPD5220 Clinical (unspecified phase)
0.65 Remote Similarity NPD5222 Approved
0.65 Remote Similarity NPD5221 Approved
0.6489 Remote Similarity NPD5329 Approved
0.6486 Remote Similarity NPD7115 Discovery
0.6481 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6471 Remote Similarity NPD5286 Approved
0.6471 Remote Similarity NPD5285 Approved
0.6471 Remote Similarity NPD4137 Phase 3
0.6471 Remote Similarity NPD4696 Approved
0.646 Remote Similarity NPD6319 Approved
0.6444 Remote Similarity NPD3617 Approved
0.6436 Remote Similarity NPD5173 Approved
0.6436 Remote Similarity NPD4755 Approved
0.6435 Remote Similarity NPD8328 Phase 3
0.6429 Remote Similarity NPD5284 Approved
0.6429 Remote Similarity NPD5281 Approved
0.6421 Remote Similarity NPD4689 Approved
0.6421 Remote Similarity NPD5205 Approved
0.6421 Remote Similarity NPD4519 Discontinued
0.6421 Remote Similarity NPD4693 Phase 3
0.6421 Remote Similarity NPD5690 Phase 2
0.6421 Remote Similarity NPD4690 Approved
0.6421 Remote Similarity NPD4623 Approved
0.6421 Remote Similarity NPD4688 Approved
0.6421 Remote Similarity NPD4138 Approved
0.6408 Remote Similarity NPD5223 Approved
0.64 Remote Similarity NPD5654 Approved
0.6396 Remote Similarity NPD6274 Approved
0.6395 Remote Similarity NPD4747 Approved
0.6383 Remote Similarity NPD3665 Phase 1
0.6383 Remote Similarity NPD3133 Approved
0.6383 Remote Similarity NPD3666 Approved
0.6373 Remote Similarity NPD7638 Approved
0.6364 Remote Similarity NPD4058 Approved
0.6364 Remote Similarity NPD4632 Approved
0.6364 Remote Similarity NPD4202 Approved
0.6356 Remote Similarity NPD7736 Approved
0.6353 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6353 Remote Similarity NPD5360 Phase 3
0.6346 Remote Similarity NPD5224 Approved
0.6346 Remote Similarity NPD5211 Phase 2
0.6346 Remote Similarity NPD5225 Approved
0.6346 Remote Similarity NPD5226 Approved
0.6346 Remote Similarity NPD4633 Approved
0.6344 Remote Similarity NPD3667 Approved
0.6339 Remote Similarity NPD6317 Approved
0.6337 Remote Similarity NPD4697 Phase 3
0.6322 Remote Similarity NPD6081 Approved
0.6311 Remote Similarity NPD4700 Approved
0.6311 Remote Similarity NPD7640 Approved
0.6311 Remote Similarity NPD7639 Approved
0.6292 Remote Similarity NPD3703 Phase 2
0.6286 Remote Similarity NPD6052 Approved
0.6286 Remote Similarity NPD5174 Approved
0.6286 Remote Similarity NPD5175 Approved
0.6283 Remote Similarity NPD6314 Approved
0.6283 Remote Similarity NPD6313 Approved
0.6283 Remote Similarity NPD6335 Approved
0.6275 Remote Similarity NPD5959 Approved
0.6262 Remote Similarity NPD6614 Approved
0.625 Remote Similarity NPD5280 Approved
0.625 Remote Similarity NPD6868 Approved
0.625 Remote Similarity NPD4694 Approved
0.6239 Remote Similarity NPD4634 Approved
0.6239 Remote Similarity NPD7492 Approved
0.6228 Remote Similarity NPD7100 Approved
0.6228 Remote Similarity NPD7101 Approved
0.6226 Remote Similarity NPD5141 Approved
0.6224 Remote Similarity NPD4753 Phase 2
0.6222 Remote Similarity NPD6117 Approved
0.6214 Remote Similarity NPD4225 Approved
0.6211 Remote Similarity NPD4786 Approved
0.6211 Remote Similarity NPD3668 Phase 3
0.6196 Remote Similarity NPD4195 Approved
0.6195 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6195 Remote Similarity NPD6009 Approved
0.6186 Remote Similarity NPD6616 Approved
0.618 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6174 Remote Similarity NPD6054 Approved
0.6167 Remote Similarity NPD7319 Approved
0.6163 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6154 Remote Similarity NPD6116 Phase 1
0.6136 Remote Similarity NPD4758 Discontinued
0.6134 Remote Similarity NPD7078 Approved
0.6132 Remote Similarity NPD4754 Approved
0.6121 Remote Similarity NPD6016 Approved
0.6121 Remote Similarity NPD5983 Phase 2
0.6121 Remote Similarity NPD6015 Approved
0.6121 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6092 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6092 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6087 Remote Similarity NPD6697 Approved
0.6087 Remote Similarity NPD6115 Approved
0.6087 Remote Similarity NPD6118 Approved
0.6087 Remote Similarity NPD6114 Approved
0.6078 Remote Similarity NPD5210 Approved
0.6078 Remote Similarity NPD4629 Approved
0.6071 Remote Similarity NPD8133 Approved
0.6068 Remote Similarity NPD6370 Approved
0.6068 Remote Similarity NPD5988 Approved
0.6064 Remote Similarity NPD4139 Approved
0.6064 Remote Similarity NPD8028 Phase 2
0.6064 Remote Similarity NPD4692 Approved
0.6055 Remote Similarity NPD4729 Approved
0.6055 Remote Similarity NPD4730 Approved
0.6055 Remote Similarity NPD5128 Approved
0.605 Remote Similarity NPD7507 Approved
0.604 Remote Similarity NPD5778 Approved
0.604 Remote Similarity NPD5779 Approved
0.6034 Remote Similarity NPD6059 Approved
0.6022 Remote Similarity NPD7645 Phase 2
0.6019 Remote Similarity NPD4768 Approved
0.6019 Remote Similarity NPD4767 Approved
0.6017 Remote Similarity NPD7604 Phase 2

Structure

External Identifiers

PubChem CID   49831766
ChEMBL   CHEMBL1269942
ZINC  

Physicochemical Properties

Molecular Weight:  314.19
ALogP:  1.287
MLogP:  3.33
XLogP:  3.209
# Rotatable Bonds:  3
Polar Surface Area:  43.37
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  23

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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