Natural Product: NPC19900

Natural Product ID:  NPC19900
Common Name:   Desoxo-Narchinol A
IUPAC Name:   (4R,4aS,5R)-4-hydroxy-4a,5-dimethyl-4,5,6,7-tetrahydronaphthalen-1-one
Synonyms:   Desoxo-Narchinol A
Molecular Formula:   C12H16O2
Standard InCHIKey:  YWSIMWUTQXMOSD-FXAINCCUSA-N
Standard InCHI:  InChI=1S/C12H16O2/c1-8-4-3-5-9-10(13)6-7-11(14)12(8,9)2/h5-8,11,14H,3-4H2,1-2H3/t8-,11-,12+/m1/s1
Canonical SMILES:  O=C1C=C[C@H]([C@@]2(C1=CCC[C@H]2C)C)O
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
NPO1821 Kopsia albiflora Species Apocynaceae Eukaryota UNPD*
NPO5497 Stachys chinensis Species Lamiaceae Eukaryota UNPD*
NPO30339 Nardostachys chinensis Species Caprifoliaceae Eukaryota TCM_Taiwan*
NPO6444 Humulus scandens Species Cannabaceae Eukaryota UNPD*
NPO14809 Talaromyces avellaneus Species Trichocomaceae Eukaryota UNPD*
NPO2741 Ribes sanguineum Species Grossulariaceae Eukaryota UNPD*
NPO14108 Nardostachys jatamansi Species Caprifoliaceae Eukaryota TM-MC*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 8400 nM 22079762

  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 NPC19900 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
0.9605 High Similarity NPC38796
0.9605 High Similarity NPC158411
0.9079 High Similarity NPC475994
0.8919 High Similarity NPC186042
0.8816 High Similarity NPC470525
0.8718 High Similarity NPC308038
0.8667 High Similarity NPC29542
0.8667 High Similarity NPC201562
0.8667 High Similarity NPC323437
0.8659 High Similarity NPC472974
0.863 High Similarity NPC117804
0.859 High Similarity NPC62336
0.8571 High Similarity NPC263582
0.8553 High Similarity NPC215050
0.8537 High Similarity NPC476426
0.8462 Intermediate Similarity NPC74995
0.8434 Intermediate Similarity NPC194417
0.8395 Intermediate Similarity NPC93590
0.8395 Intermediate Similarity NPC279186
0.8375 Intermediate Similarity NPC172013
0.8375 Intermediate Similarity NPC271104
0.8289 Intermediate Similarity NPC95863
0.8272 Intermediate Similarity NPC6663
0.8267 Intermediate Similarity NPC136473
0.825 Intermediate Similarity NPC152061
0.825 Intermediate Similarity NPC281138
0.8243 Intermediate Similarity NPC106613
0.8243 Intermediate Similarity NPC269985
0.8228 Intermediate Similarity NPC471061
0.8228 Intermediate Similarity NPC203403
0.8205 Intermediate Similarity NPC114236
0.8193 Intermediate Similarity NPC476412
0.8148 Intermediate Similarity NPC104120
0.8148 Intermediate Similarity NPC157895
0.8148 Intermediate Similarity NPC148685
0.8148 Intermediate Similarity NPC471514
0.8148 Intermediate Similarity NPC45495
0.814 Intermediate Similarity NPC123912
0.8118 Intermediate Similarity NPC287079
0.8095 Intermediate Similarity NPC474853
0.8095 Intermediate Similarity NPC179006
0.8095 Intermediate Similarity NPC15807
0.8072 Intermediate Similarity NPC105173
0.8068 Intermediate Similarity NPC474736
0.8049 Intermediate Similarity NPC116797
0.8049 Intermediate Similarity NPC470298
0.8025 Intermediate Similarity NPC7232
0.8 Intermediate Similarity NPC118648
0.8 Intermediate Similarity NPC94666
0.8 Intermediate Similarity NPC472985
0.8 Intermediate Similarity NPC475022
0.8 Intermediate Similarity NPC222613
0.8 Intermediate Similarity NPC197659
0.8 Intermediate Similarity NPC472986
0.8 Intermediate Similarity NPC97377
0.8 Intermediate Similarity NPC117133
0.7978 Intermediate Similarity NPC78159
0.7976 Intermediate Similarity NPC472326
0.7976 Intermediate Similarity NPC7927
0.7976 Intermediate Similarity NPC230527
0.7955 Intermediate Similarity NPC116726
0.7952 Intermediate Similarity NPC103486
0.7949 Intermediate Similarity NPC153660
0.7931 Intermediate Similarity NPC472983
0.7931 Intermediate Similarity NPC472973
0.7927 Intermediate Similarity NPC2482
0.7907 Intermediate Similarity NPC136548
0.7907 Intermediate Similarity NPC470523
0.7901 Intermediate Similarity NPC275494
0.7901 Intermediate Similarity NPC231739
0.7901 Intermediate Similarity NPC471409
0.7889 Intermediate Similarity NPC476245
0.7882 Intermediate Similarity NPC474083
0.7882 Intermediate Similarity NPC255174
0.7875 Intermediate Similarity NPC151622
0.7875 Intermediate Similarity NPC7629
0.7865 Intermediate Similarity NPC134826
0.7865 Intermediate Similarity NPC109305
0.7857 Intermediate Similarity NPC251475
0.7857 Intermediate Similarity NPC49019
0.7857 Intermediate Similarity NPC169941
0.7841 Intermediate Similarity NPC134321
0.7841 Intermediate Similarity NPC48010
0.7831 Intermediate Similarity NPC136150
0.7831 Intermediate Similarity NPC121984
0.7831 Intermediate Similarity NPC14151
0.7826 Intermediate Similarity NPC478056
0.7816 Intermediate Similarity NPC470524
0.7816 Intermediate Similarity NPC471793
0.7816 Intermediate Similarity NPC249889
0.7816 Intermediate Similarity NPC193843
0.7816 Intermediate Similarity NPC471791
0.7808 Intermediate Similarity NPC269737
0.7805 Intermediate Similarity NPC472490
0.7792 Intermediate Similarity NPC250928
0.7792 Intermediate Similarity NPC10758
0.7791 Intermediate Similarity NPC82979
0.7791 Intermediate Similarity NPC470955
0.7778 Intermediate Similarity NPC266193
0.7778 Intermediate Similarity NPC472976
0.7778 Intermediate Similarity NPC257666
0.7778 Intermediate Similarity NPC325946
0.7778 Intermediate Similarity NPC34110
0.7778 Intermediate Similarity NPC196227
0.7778 Intermediate Similarity NPC472977
0.7765 Intermediate Similarity NPC40687
0.7765 Intermediate Similarity NPC470812
0.7765 Intermediate Similarity NPC473246
0.7753 Intermediate Similarity NPC475806
0.7753 Intermediate Similarity NPC472978
0.775 Intermediate Similarity NPC476346
0.7738 Intermediate Similarity NPC212083
0.7727 Intermediate Similarity NPC310236
0.7727 Intermediate Similarity NPC473100
0.7727 Intermediate Similarity NPC309603
0.7727 Intermediate Similarity NPC214387
0.7727 Intermediate Similarity NPC119416
0.7727 Intermediate Similarity NPC473999
0.7722 Intermediate Similarity NPC275098
0.7722 Intermediate Similarity NPC247586
0.7717 Intermediate Similarity NPC470522
0.7717 Intermediate Similarity NPC135685
0.7711 Intermediate Similarity NPC472301
0.7711 Intermediate Similarity NPC472478
0.7711 Intermediate Similarity NPC108955
0.7703 Intermediate Similarity NPC288253
0.7701 Intermediate Similarity NPC312561
0.7701 Intermediate Similarity NPC58063
0.7701 Intermediate Similarity NPC220930
0.7701 Intermediate Similarity NPC272039
0.7692 Intermediate Similarity NPC472932
0.7692 Intermediate Similarity NPC259286
0.7684 Intermediate Similarity NPC111323
0.7683 Intermediate Similarity NPC297996
0.7683 Intermediate Similarity NPC178852
0.7683 Intermediate Similarity NPC189485
0.7683 Intermediate Similarity NPC478122
0.7683 Intermediate Similarity NPC74410
0.7674 Intermediate Similarity NPC32037
0.7674 Intermediate Similarity NPC274724
0.7674 Intermediate Similarity NPC70685
0.7674 Intermediate Similarity NPC52628
0.7674 Intermediate Similarity NPC471224
0.7667 Intermediate Similarity NPC472930
0.7667 Intermediate Similarity NPC69454
0.766 Intermediate Similarity NPC115862
0.7654 Intermediate Similarity NPC472305
0.7654 Intermediate Similarity NPC1254
0.7654 Intermediate Similarity NPC469646
0.7654 Intermediate Similarity NPC250621
0.7647 Intermediate Similarity NPC64600
0.7647 Intermediate Similarity NPC110150
0.7647 Intermediate Similarity NPC41539
0.7647 Intermediate Similarity NPC66764
0.7647 Intermediate Similarity NPC297398
0.764 Intermediate Similarity NPC477149
0.764 Intermediate Similarity NPC69622
0.764 Intermediate Similarity NPC473099
0.764 Intermediate Similarity NPC230332
0.764 Intermediate Similarity NPC128672
0.764 Intermediate Similarity NPC477147
0.7634 Intermediate Similarity NPC103051
0.7634 Intermediate Similarity NPC197386
0.7634 Intermediate Similarity NPC235464
0.7634 Intermediate Similarity NPC166745
0.7625 Intermediate Similarity NPC213223
0.7619 Intermediate Similarity NPC226068
0.7619 Intermediate Similarity NPC55869
0.7619 Intermediate Similarity NPC225515
0.7614 Intermediate Similarity NPC474854
0.7614 Intermediate Similarity NPC476796
0.7614 Intermediate Similarity NPC471722
0.7614 Intermediate Similarity NPC104560
0.7614 Intermediate Similarity NPC473229
0.7614 Intermediate Similarity NPC158778
0.7614 Intermediate Similarity NPC53454
0.7609 Intermediate Similarity NPC472941
0.7609 Intermediate Similarity NPC456
0.7609 Intermediate Similarity NPC249954
0.7595 Intermediate Similarity NPC474884
0.7595 Intermediate Similarity NPC84790
0.7595 Intermediate Similarity NPC21944
0.759 Intermediate Similarity NPC476177
0.759 Intermediate Similarity NPC474113
0.759 Intermediate Similarity NPC27817
0.7586 Intermediate Similarity NPC31564
0.7586 Intermediate Similarity NPC183736
0.7586 Intermediate Similarity NPC474733
0.7586 Intermediate Similarity NPC145879
0.7586 Intermediate Similarity NPC473226
0.7586 Intermediate Similarity NPC198761
0.7586 Intermediate Similarity NPC474732
0.7586 Intermediate Similarity NPC474778
0.7582 Intermediate Similarity NPC8993
0.7582 Intermediate Similarity NPC474882
0.7582 Intermediate Similarity NPC299100
0.7582 Intermediate Similarity NPC474690
0.7582 Intermediate Similarity NPC473162
0.7579 Intermediate Similarity NPC87351
0.7564 Intermediate Similarity NPC473893

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC19900 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
0.7586 Intermediate Similarity NPD3618 Phase 1
0.7586 Intermediate Similarity NPD5279 Phase 3
0.7558 Intermediate Similarity NPD3133 Approved
0.7558 Intermediate Similarity NPD3665 Phase 1
0.7558 Intermediate Similarity NPD3666 Approved
0.7531 Intermediate Similarity NPD8264 Approved
0.7529 Intermediate Similarity NPD3667 Approved
0.75 Intermediate Similarity NPD4695 Discontinued
0.75 Intermediate Similarity NPD8259 Clinical (unspecified phase)
0.7386 Intermediate Similarity NPD4623 Approved
0.7386 Intermediate Similarity NPD4519 Discontinued
0.7363 Intermediate Similarity NPD6079 Approved
0.7356 Intermediate Similarity NPD4786 Approved
0.7273 Intermediate Similarity NPD5363 Approved
0.7273 Intermediate Similarity NPD1696 Phase 3
0.7262 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7253 Intermediate Similarity NPD5785 Approved
0.7191 Intermediate Similarity NPD5690 Phase 2
0.7143 Intermediate Similarity NPD5328 Approved
0.7128 Intermediate Similarity NPD5210 Approved
0.7128 Intermediate Similarity NPD4629 Approved
0.7093 Intermediate Similarity NPD4252 Approved
0.7079 Intermediate Similarity NPD1694 Approved
0.7053 Intermediate Similarity NPD5221 Approved
0.7053 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7053 Intermediate Similarity NPD5222 Approved
0.7041 Intermediate Similarity NPD5211 Phase 2
0.6989 Remote Similarity NPD7515 Phase 2
0.6979 Remote Similarity NPD5173 Approved
0.6957 Remote Similarity NPD4753 Phase 2
0.6932 Remote Similarity NPD4270 Approved
0.6932 Remote Similarity NPD4269 Approved
0.6932 Remote Similarity NPD4223 Phase 3
0.6932 Remote Similarity NPD4221 Approved
0.6915 Remote Similarity NPD5778 Approved
0.6915 Remote Similarity NPD4202 Approved
0.6915 Remote Similarity NPD5779 Approved
0.69 Remote Similarity NPD5141 Approved
0.6875 Remote Similarity NPD4697 Phase 3
0.6848 Remote Similarity NPD4518 Approved
0.6837 Remote Similarity NPD4696 Approved
0.6837 Remote Similarity NPD5285 Approved
0.6837 Remote Similarity NPD5286 Approved
0.6829 Remote Similarity NPD4691 Approved
0.6813 Remote Similarity NPD5280 Approved
0.6813 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6813 Remote Similarity NPD4694 Approved
0.6809 Remote Similarity NPD6411 Approved
0.6809 Remote Similarity NPD5281 Approved
0.6809 Remote Similarity NPD5284 Approved
0.6786 Remote Similarity NPD4058 Approved
0.6786 Remote Similarity NPD4687 Approved
0.6778 Remote Similarity NPD3668 Phase 3
0.6778 Remote Similarity NPD4197 Approved
0.6771 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6768 Remote Similarity NPD5223 Approved
0.675 Remote Similarity NPD7331 Phase 2
0.6747 Remote Similarity NPD5276 Approved
0.6742 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6737 Remote Similarity NPD6399 Phase 3
0.6735 Remote Similarity NPD4225 Approved
0.6707 Remote Similarity NPD4137 Phase 3
0.6703 Remote Similarity NPD5329 Approved
0.67 Remote Similarity NPD5225 Approved
0.67 Remote Similarity NPD5226 Approved
0.67 Remote Similarity NPD5224 Approved
0.67 Remote Similarity NPD4633 Approved
0.6667 Remote Similarity NPD6110 Phase 1
0.6667 Remote Similarity NPD7115 Discovery
0.6667 Remote Similarity NPD3617 Approved
0.6667 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7748 Approved
0.6667 Remote Similarity NPD5362 Discontinued
0.6667 Remote Similarity NPD368 Approved
0.6634 Remote Similarity NPD5174 Approved
0.6634 Remote Similarity NPD5175 Approved
0.6633 Remote Similarity NPD7902 Approved
0.6633 Remote Similarity NPD4755 Approved
0.663 Remote Similarity NPD6684 Approved
0.663 Remote Similarity NPD4690 Approved
0.663 Remote Similarity NPD5786 Approved
0.663 Remote Similarity NPD4689 Approved
0.663 Remote Similarity NPD7334 Approved
0.663 Remote Similarity NPD5205 Approved
0.663 Remote Similarity NPD7146 Approved
0.663 Remote Similarity NPD4138 Approved
0.663 Remote Similarity NPD4688 Approved
0.663 Remote Similarity NPD7521 Approved
0.663 Remote Similarity NPD6409 Approved
0.663 Remote Similarity NPD5330 Approved
0.663 Remote Similarity NPD4693 Phase 3
0.6627 Remote Similarity NPD4747 Approved
0.6598 Remote Similarity NPD5695 Phase 3
0.6596 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6596 Remote Similarity NPD6101 Approved
0.6596 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6591 Remote Similarity NPD4195 Approved
0.6588 Remote Similarity NPD5733 Approved
0.6582 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6552 Remote Similarity NPD4756 Discovery
0.6526 Remote Similarity NPD4096 Approved
0.6517 Remote Similarity NPD7514 Phase 3
0.6517 Remote Similarity NPD7332 Phase 2
0.65 Remote Similarity NPD4700 Approved
0.6495 Remote Similarity NPD5282 Discontinued
0.6494 Remote Similarity NPD287 Approved
0.6489 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6489 Remote Similarity NPD6903 Approved
0.6484 Remote Similarity NPD4788 Approved
0.6484 Remote Similarity NPD7154 Phase 3
0.6477 Remote Similarity NPD4271 Approved
0.6477 Remote Similarity NPD7145 Approved
0.6477 Remote Similarity NPD4268 Approved
0.6465 Remote Similarity NPD6083 Phase 2
0.6465 Remote Similarity NPD6084 Phase 2
0.6458 Remote Similarity NPD7637 Suspended
0.6444 Remote Similarity NPD5369 Approved
0.6444 Remote Similarity NPD6902 Approved
0.6442 Remote Similarity NPD5697 Approved
0.6437 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6429 Remote Similarity NPD7143 Approved
0.6429 Remote Similarity NPD7144 Approved
0.642 Remote Similarity NPD7341 Phase 2
0.6413 Remote Similarity NPD6400 Clinical (unspecified phase)
0.64 Remote Similarity NPD5696 Approved
0.6383 Remote Similarity NPD3573 Approved
0.6381 Remote Similarity NPD5168 Approved
0.6381 Remote Similarity NPD6899 Approved
0.6381 Remote Similarity NPD4730 Approved
0.6381 Remote Similarity NPD6011 Approved
0.6381 Remote Similarity NPD4729 Approved
0.6381 Remote Similarity NPD6881 Approved
0.6374 Remote Similarity NPD5209 Approved
0.6364 Remote Similarity NPD6925 Approved
0.6364 Remote Similarity NPD5776 Phase 2
0.6355 Remote Similarity NPD6649 Approved
0.6355 Remote Similarity NPD6650 Approved
0.6354 Remote Similarity NPD5207 Approved
0.6353 Remote Similarity NPD7151 Approved
0.6353 Remote Similarity NPD7150 Approved
0.6353 Remote Similarity NPD7152 Approved
0.6341 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6341 Remote Similarity NPD3704 Approved
0.6337 Remote Similarity NPD6404 Discontinued
0.6337 Remote Similarity NPD7640 Approved
0.6337 Remote Similarity NPD7639 Approved
0.6333 Remote Similarity NPD4822 Approved
0.6333 Remote Similarity NPD4820 Approved
0.6333 Remote Similarity NPD4819 Approved
0.6333 Remote Similarity NPD4821 Approved
0.6333 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6327 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6327 Remote Similarity NPD7900 Approved
0.6322 Remote Similarity NPD6942 Approved
0.6322 Remote Similarity NPD7339 Approved
0.6322 Remote Similarity NPD8039 Approved
0.6321 Remote Similarity NPD6013 Approved
0.6321 Remote Similarity NPD6012 Approved
0.6321 Remote Similarity NPD6014 Approved
0.6316 Remote Similarity NPD342 Phase 1
0.6316 Remote Similarity NPD5737 Approved
0.6316 Remote Similarity NPD6672 Approved
0.6311 Remote Similarity NPD4754 Approved
0.631 Remote Similarity NPD6923 Approved
0.631 Remote Similarity NPD6922 Approved
0.6304 Remote Similarity NPD5332 Approved
0.6304 Remote Similarity NPD5331 Approved
0.6304 Remote Similarity NPD3527 Clinical (unspecified phase)
0.6264 Remote Similarity NPD4790 Discontinued
0.6264 Remote Similarity NPD4692 Approved
0.6264 Remote Similarity NPD4139 Approved
0.6262 Remote Similarity NPD5249 Phase 3
0.6262 Remote Similarity NPD5250 Approved
0.6262 Remote Similarity NPD4634 Approved
0.6262 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6262 Remote Similarity NPD5247 Approved
0.6262 Remote Similarity NPD5248 Approved
0.6262 Remote Similarity NPD7102 Approved
0.6262 Remote Similarity NPD6883 Approved
0.6262 Remote Similarity NPD7290 Approved
0.6262 Remote Similarity NPD5251 Approved
0.6262 Remote Similarity NPD5169 Approved
0.6262 Remote Similarity NPD5135 Approved
0.625 Remote Similarity NPD4192 Approved
0.625 Remote Similarity NPD4194 Approved
0.625 Remote Similarity NPD4193 Approved
0.625 Remote Similarity NPD4191 Approved
0.6238 Remote Similarity NPD7638 Approved
0.6234 Remote Similarity NPD4219 Approved
0.6226 Remote Similarity NPD5128 Approved
0.6226 Remote Similarity NPD6686 Approved
0.6224 Remote Similarity NPD5133 Approved
0.6222 Remote Similarity NPD6929 Approved
0.6214 Remote Similarity NPD5091 Approved
0.6211 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6207 Remote Similarity NPD6926 Approved
0.6207 Remote Similarity NPD6924 Approved
0.6204 Remote Similarity NPD5216 Approved
0.6204 Remote Similarity NPD6847 Approved
0.6204 Remote Similarity NPD5215 Approved

Structure

External Identifiers

PubChem CID   56835056
ChEMBL   CHEMBL1933703
ZINC  

Physicochemical Properties

Molecular Weight:  192.12
ALogP:  0.7756
MLogP:  2.56
XLogP:  1.556
# Rotatable Bonds:  3
Polar Surface Area:  37.3
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  14

Download Data

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