Natural Product: NPC471899

Natural Product ID:  NPC471899
Common Name:   4,(23)-Dihydro-Nyctanthic Acid
IUPAC Name:   3-[(1S,2S,4aR,4bS,6aR,10aR,12aR)-1,4a,4b,6a,9,9-hexamethyl-2-propan-2-yl-3,4,5,6,7,8,10,10a,12,12a-decahydro-2H-chrysen-1-yl]propanoic acid
Synonyms:  
Molecular Formula:   C30H50O2
Standard InCHIKey:  DCGWJBFJKGLLKF-BIEDGCQKSA-N
Standard InCHI:  InChI=1S/C30H50O2/c1-20(2)21-11-14-30(8)24(28(21,6)13-12-25(31)32)10-9-22-23-19-26(3,4)15-16-27(23,5)17-18-29(22,30)7/h9,20-21,23-24H,10-19H2,1-8H3,(H,31,32)/t21-,23-,24+,27+,28-,29+,30+/m0/s1
Canonical SMILES:  OC(=O)CC[C@@]1(C)[C@@H](CC[C@@]2([C@@H]1CC=C1[C@@]2(C)CC[C@@]2([C@H]1CC(C)(C)CC2)C)C)C(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
NPO33055 boswellia spp. Species Burseraceae Eukaryota PMID[24844534]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT31 Individual Protein Cyclooxygenase-2 Homo sapiens IC50 > 10000 nM Open TG-GATES in vivo data: Hematology
NPT324 Individual Protein Cyclooxygenase-1 Ovis aries IC50 > 10000 nM 20036537
NPT956 Individual Protein Prostaglandin E synthase Homo sapiens Activity = 74.1 % 17067154
NPT956 Individual Protein Prostaglandin E synthase Homo sapiens IC50 > 10000 nM Open TG-GATES in vivo data: Hematology

  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 NPC471899 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 NPC471897
1.0 High Similarity NPC107039
0.9861 High Similarity NPC260385
0.9861 High Similarity NPC110094
0.9861 High Similarity NPC280654
0.9859 High Similarity NPC89294
0.9726 High Similarity NPC231431
0.9726 High Similarity NPC16394
0.9726 High Similarity NPC199595
0.9595 High Similarity NPC37038
0.9595 High Similarity NPC104545
0.9467 High Similarity NPC142244
0.9467 High Similarity NPC267691
0.9467 High Similarity NPC263272
0.9467 High Similarity NPC471898
0.9467 High Similarity NPC162632
0.9467 High Similarity NPC221647
0.9467 High Similarity NPC274050
0.9444 High Similarity NPC192540
0.9444 High Similarity NPC279666
0.9342 High Similarity NPC251779
0.9342 High Similarity NPC69101
0.9333 High Similarity NPC477057
0.9315 High Similarity NPC69143
0.9306 High Similarity NPC241854
0.9306 High Similarity NPC283908
0.9306 High Similarity NPC103958
0.9306 High Similarity NPC161923
0.9306 High Similarity NPC183503
0.9306 High Similarity NPC251970
0.9306 High Similarity NPC476046
0.9296 High Similarity NPC160817
0.9221 High Similarity NPC200752
0.9221 High Similarity NPC70834
0.9167 High Similarity NPC36310
0.9103 High Similarity NPC96095
0.9103 High Similarity NPC477289
0.9103 High Similarity NPC156981
0.9054 High Similarity NPC309399
0.9041 High Similarity NPC255168
0.8987 High Similarity NPC474537
0.8961 High Similarity NPC147066
0.8961 High Similarity NPC278459
0.8933 High Similarity NPC165711
0.8919 High Similarity NPC201027
0.8919 High Similarity NPC476844
0.8875 High Similarity NPC324063
0.8831 High Similarity NPC267517
0.8816 High Similarity NPC179028
0.8816 High Similarity NPC321514
0.8784 High Similarity NPC237591
0.8784 High Similarity NPC3753
0.8784 High Similarity NPC166797
0.8784 High Similarity NPC301065
0.8765 High Similarity NPC142415
0.8765 High Similarity NPC158141
0.8765 High Similarity NPC102683
0.8765 High Similarity NPC307426
0.8765 High Similarity NPC242468
0.8765 High Similarity NPC293564
0.8765 High Similarity NPC68160
0.8765 High Similarity NPC88716
0.8765 High Similarity NPC171203
0.8765 High Similarity NPC18064
0.8765 High Similarity NPC98442
0.8765 High Similarity NPC51700
0.8765 High Similarity NPC71507
0.8765 High Similarity NPC130577
0.8765 High Similarity NPC173089
0.8734 High Similarity NPC167103
0.8718 High Similarity NPC201912
0.8718 High Similarity NPC3915
0.8718 High Similarity NPC38350
0.8701 High Similarity NPC327674
0.8701 High Similarity NPC477371
0.8701 High Similarity NPC158846
0.8684 High Similarity NPC68828
0.8667 High Similarity NPC476795
0.8659 High Similarity NPC181225
0.8659 High Similarity NPC17733
0.8659 High Similarity NPC474512
0.8659 High Similarity NPC52169
0.8659 High Similarity NPC473242
0.8659 High Similarity NPC474474
0.8659 High Similarity NPC470629
0.8659 High Similarity NPC290690
0.8659 High Similarity NPC474511
0.8659 High Similarity NPC182797
0.8659 High Similarity NPC40552
0.8659 High Similarity NPC1753
0.8659 High Similarity NPC246708
0.8649 High Similarity NPC244708
0.8649 High Similarity NPC330659
0.8649 High Similarity NPC161187
0.8642 High Similarity NPC72638
0.8611 High Similarity NPC290445
0.8611 High Similarity NPC36616
0.8608 High Similarity NPC310989
0.8608 High Similarity NPC260956
0.8608 High Similarity NPC320514
0.8571 High Similarity NPC239098
0.8554 High Similarity NPC143232
0.8554 High Similarity NPC121798
0.8554 High Similarity NPC263393
0.8554 High Similarity NPC477973
0.8554 High Similarity NPC293048
0.8554 High Similarity NPC25906
0.8554 High Similarity NPC474972
0.8554 High Similarity NPC474700
0.8554 High Similarity NPC274330
0.8554 High Similarity NPC470588
0.8554 High Similarity NPC130520
0.8554 High Similarity NPC161751
0.8554 High Similarity NPC281524
0.8554 High Similarity NPC64872
0.8554 High Similarity NPC290972
0.8554 High Similarity NPC234346
0.8554 High Similarity NPC127689
0.8554 High Similarity NPC198664
0.8554 High Similarity NPC95246
0.8554 High Similarity NPC61543
0.8554 High Similarity NPC270768
0.8554 High Similarity NPC225585
0.8554 High Similarity NPC59263
0.8553 High Similarity NPC246445
0.8553 High Similarity NPC180886
0.8553 High Similarity NPC899
0.8519 High Similarity NPC29447
0.85 High Similarity NPC215893
0.85 High Similarity NPC69279
0.85 High Similarity NPC53733
0.85 High Similarity NPC307258
0.85 High Similarity NPC83569
0.8481 Intermediate Similarity NPC327002
0.8481 Intermediate Similarity NPC477372
0.8462 Intermediate Similarity NPC215843
0.8462 Intermediate Similarity NPC192744
0.8452 Intermediate Similarity NPC477872
0.8452 Intermediate Similarity NPC130278
0.8452 Intermediate Similarity NPC477288
0.8452 Intermediate Similarity NPC46441
0.8452 Intermediate Similarity NPC210037
0.8452 Intermediate Similarity NPC7260
0.8452 Intermediate Similarity NPC126369
0.8452 Intermediate Similarity NPC193750
0.8452 Intermediate Similarity NPC120840
0.8452 Intermediate Similarity NPC111110
0.8452 Intermediate Similarity NPC273621
0.8452 Intermediate Similarity NPC86372
0.8452 Intermediate Similarity NPC227467
0.8452 Intermediate Similarity NPC474728
0.8452 Intermediate Similarity NPC474964
0.8452 Intermediate Similarity NPC172361
0.8452 Intermediate Similarity NPC120968
0.8452 Intermediate Similarity NPC290614
0.8452 Intermediate Similarity NPC291028
0.8452 Intermediate Similarity NPC18872
0.8452 Intermediate Similarity NPC470589
0.8452 Intermediate Similarity NPC113989
0.8452 Intermediate Similarity NPC198818
0.8442 Intermediate Similarity NPC61952
0.8442 Intermediate Similarity NPC66105
0.8442 Intermediate Similarity NPC472300
0.8415 Intermediate Similarity NPC155011
0.8415 Intermediate Similarity NPC73038
0.8415 Intermediate Similarity NPC325594
0.84 Intermediate Similarity NPC35656
0.8395 Intermediate Similarity NPC171789
0.8395 Intermediate Similarity NPC180834
0.8395 Intermediate Similarity NPC248758
0.8395 Intermediate Similarity NPC312660
0.8378 Intermediate Similarity NPC91369
0.8375 Intermediate Similarity NPC302661
0.8375 Intermediate Similarity NPC133391
0.8375 Intermediate Similarity NPC238991
0.8354 Intermediate Similarity NPC2482
0.8353 Intermediate Similarity NPC60755
0.8353 Intermediate Similarity NPC105189
0.8353 Intermediate Similarity NPC476064
0.8353 Intermediate Similarity NPC71074
0.8353 Intermediate Similarity NPC228784
0.8353 Intermediate Similarity NPC285184
0.8353 Intermediate Similarity NPC158030
0.8353 Intermediate Similarity NPC25299
0.8353 Intermediate Similarity NPC65120
0.8353 Intermediate Similarity NPC300351
0.8353 Intermediate Similarity NPC77099
0.8353 Intermediate Similarity NPC471588
0.8353 Intermediate Similarity NPC84319
0.8353 Intermediate Similarity NPC230064
0.8353 Intermediate Similarity NPC145067
0.8353 Intermediate Similarity NPC472149
0.8353 Intermediate Similarity NPC235884
0.8353 Intermediate Similarity NPC38754
0.8353 Intermediate Similarity NPC155120
0.8353 Intermediate Similarity NPC324341
0.8353 Intermediate Similarity NPC187722
0.8353 Intermediate Similarity NPC306541
0.8353 Intermediate Similarity NPC474525
0.8353 Intermediate Similarity NPC966

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471899 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
0.8353 Intermediate Similarity NPD7515 Phase 2
0.8333 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.8161 Intermediate Similarity NPD7748 Approved
0.8 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7952 Intermediate Similarity NPD4786 Approved
0.7927 Intermediate Similarity NPD3667 Approved
0.7927 Intermediate Similarity NPD4223 Phase 3
0.7927 Intermediate Similarity NPD4221 Approved
0.7901 Intermediate Similarity NPD4695 Discontinued
0.7889 Intermediate Similarity NPD7902 Approved
0.7857 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7857 Intermediate Similarity NPD5329 Approved
0.7841 Intermediate Similarity NPD6399 Phase 3
0.7778 Intermediate Similarity NPD7614 Phase 1
0.7765 Intermediate Similarity NPD5330 Approved
0.7765 Intermediate Similarity NPD6098 Approved
0.7765 Intermediate Similarity NPD7521 Approved
0.7765 Intermediate Similarity NPD7334 Approved
0.7765 Intermediate Similarity NPD6684 Approved
0.7765 Intermediate Similarity NPD6409 Approved
0.7765 Intermediate Similarity NPD7146 Approved
0.7738 Intermediate Similarity NPD4197 Approved
0.7738 Intermediate Similarity NPD3665 Phase 1
0.7738 Intermediate Similarity NPD3666 Approved
0.7738 Intermediate Similarity NPD3133 Approved
0.7674 Intermediate Similarity NPD3573 Approved
0.7654 Intermediate Similarity NPD3617 Approved
0.7586 Intermediate Similarity NPD5737 Approved
0.7586 Intermediate Similarity NPD6672 Approved
0.7586 Intermediate Similarity NPD6903 Approved
0.7558 Intermediate Similarity NPD4688 Approved
0.7558 Intermediate Similarity NPD4138 Approved
0.7558 Intermediate Similarity NPD4690 Approved
0.7558 Intermediate Similarity NPD4689 Approved
0.7558 Intermediate Similarity NPD3618 Phase 1
0.7558 Intermediate Similarity NPD4623 Approved
0.7558 Intermediate Similarity NPD4693 Phase 3
0.7558 Intermediate Similarity NPD4519 Discontinued
0.7558 Intermediate Similarity NPD5205 Approved
0.7556 Intermediate Similarity NPD7900 Approved
0.7556 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7528 Intermediate Similarity NPD5284 Approved
0.7528 Intermediate Similarity NPD5281 Approved
0.75 Intermediate Similarity NPD6083 Phase 2
0.75 Intermediate Similarity NPD6904 Approved
0.75 Intermediate Similarity NPD6084 Phase 2
0.75 Intermediate Similarity NPD6080 Approved
0.75 Intermediate Similarity NPD6673 Approved
0.75 Intermediate Similarity NPD5328 Approved
0.7386 Intermediate Similarity NPD5208 Approved
0.7368 Intermediate Similarity NPD4224 Phase 2
0.7356 Intermediate Similarity NPD5690 Phase 2
0.7356 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7356 Intermediate Similarity NPD5280 Approved
0.7356 Intermediate Similarity NPD4694 Approved
0.7349 Intermediate Similarity NPD7645 Phase 2
0.7342 Intermediate Similarity NPD4243 Approved
0.7333 Intermediate Similarity NPD6079 Approved
0.7333 Intermediate Similarity NPD8035 Phase 2
0.7333 Intermediate Similarity NPD8034 Phase 2
0.7326 Intermediate Similarity NPD3668 Phase 3
0.7308 Intermediate Similarity NPD4137 Phase 3
0.7303 Intermediate Similarity NPD4753 Phase 2
0.7294 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7283 Intermediate Similarity NPD5695 Phase 3
0.7234 Intermediate Similarity NPD5696 Approved
0.7215 Intermediate Similarity NPD4691 Approved
0.7215 Intermediate Similarity NPD4747 Approved
0.7209 Intermediate Similarity NPD4788 Approved
0.7204 Intermediate Similarity NPD7732 Phase 3
0.7179 Intermediate Similarity NPD3621 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD4139 Approved
0.7176 Intermediate Similarity NPD4692 Approved
0.716 Intermediate Similarity NPD4784 Approved
0.716 Intermediate Similarity NPD4785 Approved
0.7159 Intermediate Similarity NPD5279 Phase 3
0.7158 Intermediate Similarity NPD6404 Discontinued
0.7143 Intermediate Similarity NPD6411 Approved
0.7143 Intermediate Similarity NPD4195 Approved
0.7143 Intermediate Similarity NPD6050 Approved
0.7143 Intermediate Similarity NPD5693 Phase 1
0.7125 Intermediate Similarity NPD6081 Approved
0.7097 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD6942 Approved
0.7073 Intermediate Similarity NPD7339 Approved
0.7065 Intermediate Similarity NPD4202 Approved
0.7053 Intermediate Similarity NPD7638 Approved
0.7033 Intermediate Similarity NPD5207 Approved
0.7033 Intermediate Similarity NPD5692 Phase 3
0.6989 Remote Similarity NPD6001 Approved
0.6988 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6979 Remote Similarity NPD7640 Approved
0.6979 Remote Similarity NPD7639 Approved
0.697 Remote Similarity NPD6402 Approved
0.697 Remote Similarity NPD5739 Approved
0.697 Remote Similarity NPD7128 Approved
0.697 Remote Similarity NPD6675 Approved
0.6957 Remote Similarity NPD5694 Approved
0.6951 Remote Similarity NPD4058 Approved
0.6951 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6951 Remote Similarity NPD5733 Approved
0.6923 Remote Similarity NPD7331 Phase 2
0.6923 Remote Similarity NPD6101 Approved
0.6923 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6915 Remote Similarity NPD4629 Approved
0.6915 Remote Similarity NPD5210 Approved
0.6867 Remote Similarity NPD4190 Phase 3
0.6867 Remote Similarity NPD5275 Approved
0.6867 Remote Similarity NPD8039 Approved
0.686 Remote Similarity NPD7525 Registered
0.6848 Remote Similarity NPD4096 Approved
0.6842 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6842 Remote Similarity NPD5222 Approved
0.6842 Remote Similarity NPD5221 Approved
0.6842 Remote Similarity NPD4697 Phase 3
0.6832 Remote Similarity NPD6881 Approved
0.6832 Remote Similarity NPD6899 Approved
0.6832 Remote Similarity NPD7320 Approved
0.6806 Remote Similarity NPD3194 Approved
0.6806 Remote Similarity NPD3195 Phase 2
0.6806 Remote Similarity NPD4266 Approved
0.6806 Remote Similarity NPD3196 Approved
0.6795 Remote Similarity NPD7341 Phase 2
0.6786 Remote Similarity NPD6117 Approved
0.6782 Remote Similarity NPD8028 Phase 2
0.6771 Remote Similarity NPD4755 Approved
0.6771 Remote Similarity NPD5173 Approved
0.6765 Remote Similarity NPD6373 Approved
0.6765 Remote Similarity NPD6372 Approved
0.675 Remote Similarity NPD5360 Phase 3
0.675 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6747 Remote Similarity NPD4687 Approved
0.6733 Remote Similarity NPD5701 Approved
0.6733 Remote Similarity NPD5697 Approved
0.6733 Remote Similarity NPD6412 Phase 2
0.6707 Remote Similarity NPD5276 Approved
0.6706 Remote Similarity NPD6116 Phase 1
0.6702 Remote Similarity NPD5133 Approved
0.6699 Remote Similarity NPD6883 Approved
0.6699 Remote Similarity NPD7290 Approved
0.6699 Remote Similarity NPD7102 Approved
0.6667 Remote Similarity NPD3172 Approved
0.6667 Remote Similarity NPD6011 Approved
0.6635 Remote Similarity NPD6650 Approved
0.6635 Remote Similarity NPD8130 Phase 1
0.6635 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6635 Remote Similarity NPD6617 Approved
0.6635 Remote Similarity NPD6869 Approved
0.6635 Remote Similarity NPD6649 Approved
0.6635 Remote Similarity NPD6847 Approved
0.6633 Remote Similarity NPD4696 Approved
0.6633 Remote Similarity NPD5285 Approved
0.6633 Remote Similarity NPD5286 Approved
0.6633 Remote Similarity NPD4700 Approved
0.663 Remote Similarity NPD4518 Approved
0.6628 Remote Similarity NPD6114 Approved
0.6628 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6628 Remote Similarity NPD6697 Approved
0.6628 Remote Similarity NPD6118 Approved
0.6628 Remote Similarity NPD6115 Approved
0.6602 Remote Similarity NPD6012 Approved
0.6602 Remote Similarity NPD6014 Approved
0.6602 Remote Similarity NPD6013 Approved
0.66 Remote Similarity NPD6052 Approved
0.6591 Remote Similarity NPD857 Phase 3
0.6585 Remote Similarity NPD4789 Approved
0.6585 Remote Similarity NPD4245 Approved
0.6585 Remote Similarity NPD4244 Approved
0.6571 Remote Similarity NPD8297 Approved
0.6571 Remote Similarity NPD6882 Approved
0.6566 Remote Similarity NPD5223 Approved
0.6562 Remote Similarity NPD5654 Approved
0.6559 Remote Similarity NPD6051 Approved
0.6548 Remote Similarity NPD6926 Approved
0.6548 Remote Similarity NPD6924 Approved
0.6526 Remote Similarity NPD5778 Approved
0.6526 Remote Similarity NPD5779 Approved
0.6506 Remote Similarity NPD5777 Approved
0.6506 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6506 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6505 Remote Similarity NPD6686 Approved
0.65 Remote Similarity NPD5091 Approved
0.65 Remote Similarity NPD5225 Approved
0.65 Remote Similarity NPD5226 Approved
0.65 Remote Similarity NPD4633 Approved
0.65 Remote Similarity NPD5224 Approved
0.65 Remote Similarity NPD5211 Phase 2
0.6484 Remote Similarity NPD1694 Approved
0.6481 Remote Similarity NPD7115 Discovery
0.6471 Remote Similarity NPD3702 Approved
0.6463 Remote Similarity NPD3698 Phase 2
0.6463 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6463 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6442 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6436 Remote Similarity NPD4754 Approved
0.6436 Remote Similarity NPD5174 Approved
0.6436 Remote Similarity NPD5175 Approved
0.6429 Remote Similarity NPD5959 Approved
0.6408 Remote Similarity NPD6614 Approved
0.6395 Remote Similarity NPD6933 Approved

Structure

External Identifiers

PubChem CID   90644329
ChEMBL   CHEMBL3289104
ZINC  

Physicochemical Properties

Molecular Weight:  442.38
ALogP:  3.3606
MLogP:  4.54
XLogP:  12.482
# Rotatable Bonds:  13
Polar Surface Area:  37.3
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  32

Download Data

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