Natural Product: NPC476438

Natural Product ID:  NPC476438
Common Name:   Abiesadine X
IUPAC Name:   4-[[(1R,4aR,8aR)-5-[(3S)-3-hydroxy-3-methylpent-4-enyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methoxy]-4-oxobutanoic acid
Synonyms:  
Molecular Formula:   C24H38O5
Standard InCHIKey:  LMGFVRFXNAGVRH-YLCCNPAXSA-N
Standard InCHI:  InChI=1S/C24H38O5/c1-6-23(4,28)15-12-18-17(2)8-9-19-22(3,13-7-14-24(18,19)5)16-29-21(27)11-10-20(25)26/h6,18-19,28H,1-2,7-16H2,3-5H3,(H,25,26)/t18?,19-,22-,23+,24+/m0/s1
Canonical SMILES:  C=C[C@](CCC1C(=C)CC[C@@H]2[C@]1(C)CCC[C@@]2(C)COC(=O)CCC(=O)O)(O)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
NPO2882 Abies georgei Species Pinaceae Eukaryota Aerial parts Zhongdian city, Yunnan Province of China PMID[20022253]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT114 Cell Line LoVo Homo sapiens IC50 > 25 ug/ml PubChem BioAssay data set
NPT2 Others Unspecified IC50 > 100 ug/ml 26443549
NPT113 Cell Line RAW264.7 Mus musculus IC50 > 100 ug/ml 22932311
NPT2 Others Unspecified IC50 > 25 ug/ml 17618015

  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 NPC476438 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
1.0 High Similarity NPC192999
0.8553 High Similarity NPC18819
0.8553 High Similarity NPC46610
0.8313 Intermediate Similarity NPC30984
0.8313 Intermediate Similarity NPC164424
0.8276 Intermediate Similarity NPC476416
0.8171 Intermediate Similarity NPC471159
0.8171 Intermediate Similarity NPC123880
0.8171 Intermediate Similarity NPC15910
0.8161 Intermediate Similarity NPC476417
0.8125 Intermediate Similarity NPC247783
0.8125 Intermediate Similarity NPC269543
0.8108 Intermediate Similarity NPC476406
0.8101 Intermediate Similarity NPC476601
0.8072 Intermediate Similarity NPC476927
0.8049 Intermediate Similarity NPC327002
0.8049 Intermediate Similarity NPC14203
0.8049 Intermediate Similarity NPC229584
0.8 Intermediate Similarity NPC238227
0.7978 Intermediate Similarity NPC476415
0.7976 Intermediate Similarity NPC102048
0.7952 Intermediate Similarity NPC475395
0.7952 Intermediate Similarity NPC476984
0.7922 Intermediate Similarity NPC91369
0.7907 Intermediate Similarity NPC128644
0.7901 Intermediate Similarity NPC239098
0.7901 Intermediate Similarity NPC179028
0.7901 Intermediate Similarity NPC321514
0.7895 Intermediate Similarity NPC290445
0.7895 Intermediate Similarity NPC36616
0.7882 Intermediate Similarity NPC329738
0.7882 Intermediate Similarity NPC476602
0.7848 Intermediate Similarity NPC71152
0.7841 Intermediate Similarity NPC232202
0.7841 Intermediate Similarity NPC214844
0.7831 Intermediate Similarity NPC170303
0.7831 Intermediate Similarity NPC232625
0.7821 Intermediate Similarity NPC72343
0.7808 Intermediate Similarity NPC41160
0.7805 Intermediate Similarity NPC100906
0.7805 Intermediate Similarity NPC327674
0.7792 Intermediate Similarity NPC9942
0.7791 Intermediate Similarity NPC329692
0.7791 Intermediate Similarity NPC185638
0.7791 Intermediate Similarity NPC476104
0.7778 Intermediate Similarity NPC469867
0.7738 Intermediate Similarity NPC2524
0.7738 Intermediate Similarity NPC474605
0.7738 Intermediate Similarity NPC476292
0.7717 Intermediate Similarity NPC107243
0.7711 Intermediate Similarity NPC170038
0.7683 Intermediate Similarity NPC476986
0.7683 Intermediate Similarity NPC470905
0.7674 Intermediate Similarity NPC269638
0.7674 Intermediate Similarity NPC471344
0.7667 Intermediate Similarity NPC151722
0.7647 Intermediate Similarity NPC471037
0.7647 Intermediate Similarity NPC312480
0.7647 Intermediate Similarity NPC473592
0.7647 Intermediate Similarity NPC243347
0.7647 Intermediate Similarity NPC49208
0.7647 Intermediate Similarity NPC23748
0.764 Intermediate Similarity NPC471371
0.764 Intermediate Similarity NPC471370
0.7619 Intermediate Similarity NPC40228
0.7619 Intermediate Similarity NPC223330
0.7619 Intermediate Similarity NPC48673
0.7619 Intermediate Similarity NPC20096
0.7619 Intermediate Similarity NPC142163
0.7619 Intermediate Similarity NPC209318
0.7614 Intermediate Similarity NPC291665
0.7614 Intermediate Similarity NPC255176
0.7614 Intermediate Similarity NPC472870
0.759 Intermediate Similarity NPC242767
0.759 Intermediate Similarity NPC263951
0.759 Intermediate Similarity NPC118987
0.7586 Intermediate Similarity NPC73038
0.7586 Intermediate Similarity NPC322159
0.7586 Intermediate Similarity NPC472505
0.7586 Intermediate Similarity NPC324063
0.7586 Intermediate Similarity NPC475007
0.7561 Intermediate Similarity NPC283619
0.7561 Intermediate Similarity NPC61952
0.7561 Intermediate Similarity NPC474433
0.7561 Intermediate Similarity NPC132542
0.7558 Intermediate Similarity NPC156981
0.7558 Intermediate Similarity NPC263974
0.7558 Intermediate Similarity NPC306951
0.7556 Intermediate Similarity NPC471747
0.7556 Intermediate Similarity NPC160506
0.7556 Intermediate Similarity NPC198054
0.7531 Intermediate Similarity NPC39362
0.7531 Intermediate Similarity NPC476844
0.7529 Intermediate Similarity NPC256112
0.7528 Intermediate Similarity NPC469866
0.7528 Intermediate Similarity NPC253618
0.7528 Intermediate Similarity NPC50488
0.7528 Intermediate Similarity NPC16265
0.7528 Intermediate Similarity NPC77001
0.7528 Intermediate Similarity NPC474396
0.7528 Intermediate Similarity NPC194642
0.7528 Intermediate Similarity NPC471342
0.7527 Intermediate Similarity NPC170131
0.7527 Intermediate Similarity NPC57416
0.75 Intermediate Similarity NPC477926
0.75 Intermediate Similarity NPC206735
0.75 Intermediate Similarity NPC476265
0.75 Intermediate Similarity NPC167877
0.75 Intermediate Similarity NPC281880
0.75 Intermediate Similarity NPC274522
0.75 Intermediate Similarity NPC290481
0.75 Intermediate Similarity NPC474768
0.75 Intermediate Similarity NPC166857
0.75 Intermediate Similarity NPC104545
0.75 Intermediate Similarity NPC37038
0.75 Intermediate Similarity NPC134067
0.75 Intermediate Similarity NPC472813
0.75 Intermediate Similarity NPC53565
0.7474 Intermediate Similarity NPC115862
0.7473 Intermediate Similarity NPC267266
0.7473 Intermediate Similarity NPC470656
0.7473 Intermediate Similarity NPC474835
0.7473 Intermediate Similarity NPC199543
0.7473 Intermediate Similarity NPC277721
0.7473 Intermediate Similarity NPC147272
0.7471 Intermediate Similarity NPC65661
0.7471 Intermediate Similarity NPC76333
0.7471 Intermediate Similarity NPC52628
0.7471 Intermediate Similarity NPC283733
0.747 Intermediate Similarity NPC198240
0.7468 Intermediate Similarity NPC235586
0.7447 Intermediate Similarity NPC316598
0.7444 Intermediate Similarity NPC153853
0.7444 Intermediate Similarity NPC48732
0.7444 Intermediate Similarity NPC472866
0.7442 Intermediate Similarity NPC474789
0.7442 Intermediate Similarity NPC311070
0.7442 Intermediate Similarity NPC79945
0.7442 Intermediate Similarity NPC52108
0.7439 Intermediate Similarity NPC476985
0.7439 Intermediate Similarity NPC474316
0.7439 Intermediate Similarity NPC475744
0.7439 Intermediate Similarity NPC104806
0.7419 Intermediate Similarity NPC116457
0.7419 Intermediate Similarity NPC327179
0.7419 Intermediate Similarity NPC235053
0.7416 Intermediate Similarity NPC263079
0.7416 Intermediate Similarity NPC229407
0.7416 Intermediate Similarity NPC160304
0.7416 Intermediate Similarity NPC48824
0.7416 Intermediate Similarity NPC104560
0.7416 Intermediate Similarity NPC254572
0.7416 Intermediate Similarity NPC250687
0.7412 Intermediate Similarity NPC77003
0.7412 Intermediate Similarity NPC474955
0.7412 Intermediate Similarity NPC90055
0.7412 Intermediate Similarity NPC476101
0.7412 Intermediate Similarity NPC159148
0.7407 Intermediate Similarity NPC161923
0.7407 Intermediate Similarity NPC237591
0.7407 Intermediate Similarity NPC283908
0.7407 Intermediate Similarity NPC3753
0.7407 Intermediate Similarity NPC255168
0.7407 Intermediate Similarity NPC183503
0.7407 Intermediate Similarity NPC103958
0.7407 Intermediate Similarity NPC166797
0.7391 Intermediate Similarity NPC159410
0.7391 Intermediate Similarity NPC57117
0.7386 Intermediate Similarity NPC472869
0.7386 Intermediate Similarity NPC322922
0.7386 Intermediate Similarity NPC70661
0.7386 Intermediate Similarity NPC321812
0.7386 Intermediate Similarity NPC85698
0.7386 Intermediate Similarity NPC262085
0.7386 Intermediate Similarity NPC187545
0.7386 Intermediate Similarity NPC82979
0.7386 Intermediate Similarity NPC476982
0.7386 Intermediate Similarity NPC168231
0.7386 Intermediate Similarity NPC9231
0.7386 Intermediate Similarity NPC175145
0.7386 Intermediate Similarity NPC325594
0.7386 Intermediate Similarity NPC473226
0.7386 Intermediate Similarity NPC475069
0.7381 Intermediate Similarity NPC231431
0.7363 Intermediate Similarity NPC470113
0.7363 Intermediate Similarity NPC154101
0.7363 Intermediate Similarity NPC177641
0.7363 Intermediate Similarity NPC473986
0.7363 Intermediate Similarity NPC474018
0.7363 Intermediate Similarity NPC72845
0.7356 Intermediate Similarity NPC194937
0.7356 Intermediate Similarity NPC476038
0.7356 Intermediate Similarity NPC130966
0.7356 Intermediate Similarity NPC165064
0.7349 Intermediate Similarity NPC66105
0.734 Intermediate Similarity NPC254496
0.734 Intermediate Similarity NPC475894
0.7333 Intermediate Similarity NPC269267
0.7333 Intermediate Similarity NPC262043
0.7333 Intermediate Similarity NPC174342

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476438 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
0.7667 Intermediate Similarity NPD6399 Phase 3
0.7556 Intermediate Similarity NPD8035 Phase 2
0.7556 Intermediate Similarity NPD8034 Phase 2
0.734 Intermediate Similarity NPD7902 Approved
0.7174 Intermediate Similarity NPD7637 Suspended
0.7126 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD4225 Approved
0.7021 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7021 Intermediate Similarity NPD7748 Approved
0.7021 Intermediate Similarity NPD7900 Approved
0.701 Intermediate Similarity NPD7639 Approved
0.701 Intermediate Similarity NPD7640 Approved
0.6979 Remote Similarity NPD6084 Phase 2
0.6979 Remote Similarity NPD6083 Phase 2
0.6966 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6907 Remote Similarity NPD5696 Approved
0.6907 Remote Similarity NPD7638 Approved
0.6889 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6854 Remote Similarity NPD6695 Phase 3
0.6848 Remote Similarity NPD5737 Approved
0.6848 Remote Similarity NPD6672 Approved
0.6827 Remote Similarity NPD6650 Approved
0.6827 Remote Similarity NPD6649 Approved
0.6813 Remote Similarity NPD6409 Approved
0.6813 Remote Similarity NPD7521 Approved
0.6813 Remote Similarity NPD5330 Approved
0.6813 Remote Similarity NPD6684 Approved
0.6813 Remote Similarity NPD7146 Approved
0.6813 Remote Similarity NPD7334 Approved
0.6809 Remote Similarity NPD5284 Approved
0.6809 Remote Similarity NPD6411 Approved
0.6809 Remote Similarity NPD7515 Phase 2
0.6809 Remote Similarity NPD5281 Approved
0.6796 Remote Similarity NPD6373 Approved
0.6796 Remote Similarity NPD6372 Approved
0.6774 Remote Similarity NPD6051 Approved
0.6771 Remote Similarity NPD5695 Phase 3
0.6737 Remote Similarity NPD5778 Approved
0.6737 Remote Similarity NPD5779 Approved
0.6705 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6705 Remote Similarity NPD4821 Approved
0.6705 Remote Similarity NPD4819 Approved
0.6705 Remote Similarity NPD7525 Registered
0.6705 Remote Similarity NPD4820 Approved
0.6705 Remote Similarity NPD4822 Approved
0.6699 Remote Similarity NPD6881 Approved
0.6699 Remote Similarity NPD6899 Approved
0.6699 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5739 Approved
0.6667 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4788 Approved
0.6667 Remote Similarity NPD6675 Approved
0.6667 Remote Similarity NPD7128 Approved
0.6667 Remote Similarity NPD6402 Approved
0.6667 Remote Similarity NPD6903 Approved
0.6667 Remote Similarity NPD5784 Clinical (unspecified phase)
0.663 Remote Similarity NPD4623 Approved
0.663 Remote Similarity NPD6098 Approved
0.663 Remote Similarity NPD4519 Discontinued
0.6602 Remote Similarity NPD5697 Approved
0.6598 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6596 Remote Similarity NPD6080 Approved
0.6596 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6596 Remote Similarity NPD6673 Approved
0.6596 Remote Similarity NPD6904 Approved
0.6596 Remote Similarity NPD6101 Approved
0.6593 Remote Similarity NPD4786 Approved
0.6588 Remote Similarity NPD6926 Approved
0.6588 Remote Similarity NPD6924 Approved
0.6571 Remote Similarity NPD7290 Approved
0.6571 Remote Similarity NPD7102 Approved
0.6571 Remote Similarity NPD6883 Approved
0.6566 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6559 Remote Similarity NPD7524 Approved
0.6559 Remote Similarity NPD7750 Discontinued
0.6559 Remote Similarity NPD3573 Approved
0.6556 Remote Similarity NPD3667 Approved
0.6538 Remote Similarity NPD7320 Approved
0.6538 Remote Similarity NPD6686 Approved
0.6538 Remote Similarity NPD6011 Approved
0.6522 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6517 Remote Similarity NPD6931 Approved
0.6517 Remote Similarity NPD4695 Discontinued
0.6517 Remote Similarity NPD6930 Phase 2
0.6514 Remote Similarity NPD7115 Discovery
0.6512 Remote Similarity NPD3702 Approved
0.6512 Remote Similarity NPD8039 Approved
0.6509 Remote Similarity NPD6869 Approved
0.6509 Remote Similarity NPD6617 Approved
0.6509 Remote Similarity NPD6847 Approved
0.6509 Remote Similarity NPD8130 Phase 1
0.6484 Remote Similarity NPD5362 Discontinued
0.6484 Remote Similarity NPD7154 Phase 3
0.6477 Remote Similarity NPD4271 Approved
0.6477 Remote Similarity NPD4268 Approved
0.6477 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6476 Remote Similarity NPD6014 Approved
0.6476 Remote Similarity NPD6012 Approved
0.6476 Remote Similarity NPD6013 Approved
0.6458 Remote Similarity NPD5693 Phase 1
0.6452 Remote Similarity NPD3618 Phase 1
0.6452 Remote Similarity NPD5786 Approved
0.6449 Remote Similarity NPD6882 Approved
0.6449 Remote Similarity NPD8297 Approved
0.6444 Remote Similarity NPD5369 Approved
0.6442 Remote Similarity NPD5701 Approved
0.6437 Remote Similarity NPD6933 Approved
0.6429 Remote Similarity NPD5210 Approved
0.6429 Remote Similarity NPD4629 Approved
0.6421 Remote Similarity NPD4753 Phase 2
0.6421 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6413 Remote Similarity NPD3665 Phase 1
0.6413 Remote Similarity NPD3666 Approved
0.6413 Remote Similarity NPD3133 Approved
0.6404 Remote Similarity NPD4195 Approved
0.6404 Remote Similarity NPD7645 Phase 2
0.6404 Remote Similarity NPD6929 Approved
0.6395 Remote Similarity NPD4785 Approved
0.6395 Remote Similarity NPD4784 Approved
0.6374 Remote Similarity NPD4269 Approved
0.6374 Remote Similarity NPD4223 Phase 3
0.6374 Remote Similarity NPD4221 Approved
0.6374 Remote Similarity NPD4270 Approved
0.6374 Remote Similarity NPD6435 Approved
0.6373 Remote Similarity NPD5211 Phase 2
0.6373 Remote Similarity NPD7632 Discontinued
0.6364 Remote Similarity NPD6116 Phase 1
0.6355 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6354 Remote Similarity NPD5785 Approved
0.6354 Remote Similarity NPD5207 Approved
0.6353 Remote Similarity NPD4243 Approved
0.6344 Remote Similarity NPD1694 Approved
0.6344 Remote Similarity NPD5329 Approved
0.6333 Remote Similarity NPD7509 Discontinued
0.6333 Remote Similarity NPD7332 Phase 2
0.6333 Remote Similarity NPD7514 Phase 3
0.6322 Remote Similarity NPD6942 Approved
0.6322 Remote Similarity NPD7339 Approved
0.6322 Remote Similarity NPD8264 Approved
0.6316 Remote Similarity NPD5208 Approved
0.6304 Remote Similarity NPD5331 Approved
0.6304 Remote Similarity NPD5332 Approved
0.6292 Remote Similarity NPD7145 Approved
0.6289 Remote Similarity NPD6079 Approved
0.6289 Remote Similarity NPD5694 Approved
0.6289 Remote Similarity NPD6050 Approved
0.6289 Remote Similarity NPD7087 Discontinued
0.6277 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6275 Remote Similarity NPD5344 Discontinued
0.6264 Remote Similarity NPD4790 Discontinued
0.6263 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6262 Remote Similarity NPD5955 Clinical (unspecified phase)
0.625 Remote Similarity NPD6117 Approved
0.625 Remote Similarity NPD3701 Clinical (unspecified phase)
0.625 Remote Similarity NPD5328 Approved
0.625 Remote Similarity NPD5141 Approved
0.6239 Remote Similarity NPD8133 Approved
0.6237 Remote Similarity NPD3668 Phase 3
0.6237 Remote Similarity NPD4197 Approved
0.6237 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6235 Remote Similarity NPD7144 Approved
0.6235 Remote Similarity NPD7143 Approved
0.6224 Remote Similarity NPD4202 Approved
0.6211 Remote Similarity NPD4251 Approved
0.6211 Remote Similarity NPD4250 Approved
0.6207 Remote Similarity NPD6113 Clinical (unspecified phase)
0.62 Remote Similarity NPD4697 Phase 3
0.619 Remote Similarity NPD6008 Approved
0.6186 Remote Similarity NPD5692 Phase 3
0.618 Remote Similarity NPD5776 Phase 2
0.618 Remote Similarity NPD6925 Approved
0.618 Remote Similarity NPD6932 Approved
0.6176 Remote Similarity NPD5285 Approved
0.6176 Remote Similarity NPD6648 Approved
0.6176 Remote Similarity NPD5286 Approved
0.6176 Remote Similarity NPD4696 Approved
0.617 Remote Similarity NPD6893 Approved
0.617 Remote Similarity NPD5363 Approved
0.6168 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6163 Remote Similarity NPD7150 Approved
0.6163 Remote Similarity NPD6081 Approved
0.6163 Remote Similarity NPD5777 Approved
0.6163 Remote Similarity NPD7152 Approved
0.6163 Remote Similarity NPD7151 Approved
0.6162 Remote Similarity NPD5282 Discontinued
0.6162 Remote Similarity NPD6001 Approved
0.6161 Remote Similarity NPD6335 Approved
0.6154 Remote Similarity NPD5368 Approved
0.6154 Remote Similarity NPD4252 Approved
0.6145 Remote Similarity NPD4224 Phase 2
0.6139 Remote Similarity NPD4755 Approved
0.6132 Remote Similarity NPD6412 Phase 2
0.6129 Remote Similarity NPD3669 Approved
0.6129 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6122 Remote Similarity NPD7983 Approved
0.6118 Remote Similarity NPD6923 Approved
0.6118 Remote Similarity NPD6922 Approved
0.6117 Remote Similarity NPD5223 Approved
0.6111 Remote Similarity NPD6114 Approved
0.6111 Remote Similarity NPD6697 Approved

Structure

External Identifiers

PubChem CID   46230212
ChEMBL   CHEMBL605762
ZINC  

Physicochemical Properties

Molecular Weight:  406.27
ALogP:  1.6126
MLogP:  3.55
XLogP:  5.167
# Rotatable Bonds:  15
Polar Surface Area:  83.83
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  29

Download Data

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General Info & Identifiers & Properties  
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Biological Activities  
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