Natural Product: NPC477926

Natural Product ID:  NPC477926
Common Name:   (1R,3S,4aS,4bR,7S,10aS)-7-(1,2-dihydroxyethyl)-3-hydroxy-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid
IUPAC Name:   (1R,3S,4aS,4bR,7S,10aS)-7-(1,2-dihydroxyethyl)-3-hydroxy-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid
Synonyms:  
Molecular Formula:   C20H32O5
Standard InCHIKey:  UWBQESXNYLGFQE-DSFYJDDXSA-N
Standard InCHI:  InChI=1S/C20H32O5/c1-18(16(23)11-21)7-6-14-12(8-18)4-5-15-19(14,2)9-13(22)10-20(15,3)17(24)25/h8,13-16,21-23H,4-7,9-11H2,1-3H3,(H,24,25)/t13-,14+,15-,16?,18-,19-,20+/m0/s1
Canonical SMILES:  OCC([C@@]1(C)CC[C@@H]2C(=C1)CC[C@H]1[C@@]2(C)C[C@H](O)C[C@@]1(C)C(=O)O)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
NPO30031 Siegesbeckia pubescens Species Asteraceae Eukaryota aerial part PMID[24997688]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Inhibition = 5.18 % 24997688
NPT2 Others Unspecified IC50 > 10 ug/ml 24997688
NPT2 Others Unspecified Inhibition = 7.65 % 24997688

  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 NPC477926 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
0.9205 High Similarity NPC53565
0.9205 High Similarity NPC96916
0.9146 High Similarity NPC212083
0.9101 High Similarity NPC158371
0.9101 High Similarity NPC173744
0.9101 High Similarity NPC73004
0.9101 High Similarity NPC204961
0.9101 High Similarity NPC207922
0.9101 High Similarity NPC259733
0.908 High Similarity NPC187722
0.9 High Similarity NPC259788
0.9 High Similarity NPC43686
0.9 High Similarity NPC9613
0.9 High Similarity NPC247139
0.9 High Similarity NPC255589
0.8989 High Similarity NPC32118
0.8977 High Similarity NPC474806
0.8977 High Similarity NPC158059
0.8977 High Similarity NPC133579
0.8977 High Similarity NPC118519
0.8977 High Similarity NPC229281
0.8977 High Similarity NPC202728
0.8966 High Similarity NPC227467
0.8966 High Similarity NPC477872
0.8966 High Similarity NPC7260
0.8966 High Similarity NPC18872
0.8966 High Similarity NPC273621
0.8966 High Similarity NPC290614
0.8966 High Similarity NPC120968
0.8966 High Similarity NPC210037
0.8941 High Similarity NPC73038
0.8901 High Similarity NPC271614
0.8901 High Similarity NPC29765
0.8901 High Similarity NPC111214
0.8876 High Similarity NPC87095
0.8876 High Similarity NPC88116
0.8876 High Similarity NPC263548
0.8876 High Similarity NPC20235
0.8876 High Similarity NPC299996
0.8876 High Similarity NPC231063
0.8876 High Similarity NPC6818
0.8876 High Similarity NPC145667
0.8876 High Similarity NPC470958
0.8876 High Similarity NPC191412
0.8876 High Similarity NPC32407
0.8876 High Similarity NPC470957
0.8876 High Similarity NPC282395
0.8876 High Similarity NPC114159
0.8864 High Similarity NPC52021
0.8864 High Similarity NPC300351
0.8864 High Similarity NPC71074
0.8864 High Similarity NPC235884
0.8864 High Similarity NPC105189
0.8864 High Similarity NPC25299
0.8864 High Similarity NPC38754
0.8864 High Similarity NPC189520
0.8864 High Similarity NPC306541
0.8864 High Similarity NPC84319
0.8864 High Similarity NPC472149
0.8851 High Similarity NPC25906
0.8851 High Similarity NPC64872
0.8851 High Similarity NPC143232
0.8851 High Similarity NPC198664
0.8851 High Similarity NPC274330
0.8851 High Similarity NPC290972
0.881 High Similarity NPC312480
0.8804 High Similarity NPC35239
0.8795 High Similarity NPC473420
0.8791 High Similarity NPC261935
0.8791 High Similarity NPC106112
0.8764 High Similarity NPC307335
0.8764 High Similarity NPC275809
0.8764 High Similarity NPC136313
0.8764 High Similarity NPC74855
0.8764 High Similarity NPC470376
0.8764 High Similarity NPC470375
0.875 High Similarity NPC126369
0.875 High Similarity NPC111110
0.875 High Similarity NPC130278
0.875 High Similarity NPC49320
0.875 High Similarity NPC470589
0.875 High Similarity NPC193750
0.875 High Similarity NPC291028
0.8736 High Similarity NPC17733
0.8736 High Similarity NPC181225
0.8736 High Similarity NPC473242
0.8736 High Similarity NPC474512
0.8736 High Similarity NPC52169
0.8736 High Similarity NPC470629
0.8736 High Similarity NPC290690
0.8736 High Similarity NPC182797
0.8721 High Similarity NPC325594
0.8721 High Similarity NPC473226
0.8721 High Similarity NPC324063
0.8721 High Similarity NPC155011
0.871 High Similarity NPC256247
0.871 High Similarity NPC54909
0.871 High Similarity NPC233012
0.869 High Similarity NPC73882
0.8681 High Similarity NPC305464
0.8681 High Similarity NPC327179
0.8681 High Similarity NPC62516
0.8681 High Similarity NPC132824
0.8681 High Similarity NPC19376
0.8681 High Similarity NPC116457
0.8681 High Similarity NPC307282
0.8681 High Similarity NPC88847
0.8681 High Similarity NPC157113
0.8681 High Similarity NPC25848
0.8681 High Similarity NPC201657
0.8652 High Similarity NPC86266
0.8652 High Similarity NPC212301
0.8652 High Similarity NPC110657
0.8642 High Similarity NPC274079
0.8642 High Similarity NPC477925
0.8636 High Similarity NPC270768
0.8636 High Similarity NPC293048
0.8636 High Similarity NPC234346
0.8636 High Similarity NPC59263
0.8636 High Similarity NPC61543
0.8636 High Similarity NPC263393
0.8636 High Similarity NPC130520
0.8636 High Similarity NPC475921
0.8636 High Similarity NPC474704
0.8636 High Similarity NPC121798
0.8636 High Similarity NPC225585
0.8636 High Similarity NPC127689
0.8636 High Similarity NPC470588
0.8621 High Similarity NPC293564
0.8621 High Similarity NPC142361
0.8621 High Similarity NPC71507
0.8621 High Similarity NPC242468
0.8621 High Similarity NPC171203
0.8621 High Similarity NPC68160
0.8621 High Similarity NPC18064
0.8621 High Similarity NPC307426
0.8621 High Similarity NPC102683
0.8621 High Similarity NPC88716
0.8621 High Similarity NPC130577
0.8621 High Similarity NPC98442
0.8621 High Similarity NPC51700
0.8621 High Similarity NPC474684
0.8621 High Similarity NPC142415
0.8587 High Similarity NPC187933
0.8587 High Similarity NPC203343
0.8587 High Similarity NPC312075
0.8571 High Similarity NPC198245
0.8571 High Similarity NPC473240
0.8556 High Similarity NPC118490
0.8556 High Similarity NPC170220
0.8556 High Similarity NPC107674
0.8556 High Similarity NPC141497
0.8539 High Similarity NPC46441
0.8539 High Similarity NPC474728
0.8523 High Similarity NPC246708
0.8523 High Similarity NPC242864
0.8523 High Similarity NPC473229
0.8523 High Similarity NPC40552
0.8506 High Similarity NPC82979
0.8506 High Similarity NPC72638
0.8506 High Similarity NPC6979
0.8506 High Similarity NPC56588
0.8495 Intermediate Similarity NPC188833
0.8495 Intermediate Similarity NPC174663
0.8478 Intermediate Similarity NPC476318
0.8478 Intermediate Similarity NPC476327
0.8478 Intermediate Similarity NPC230151
0.8471 Intermediate Similarity NPC48362
0.8462 Intermediate Similarity NPC80365
0.8462 Intermediate Similarity NPC49670
0.8462 Intermediate Similarity NPC188102
0.8462 Intermediate Similarity NPC148964
0.8462 Intermediate Similarity NPC60692
0.8462 Intermediate Similarity NPC159365
0.8462 Intermediate Similarity NPC209868
0.8444 Intermediate Similarity NPC966
0.8444 Intermediate Similarity NPC282616
0.8444 Intermediate Similarity NPC288833
0.8444 Intermediate Similarity NPC145067
0.8444 Intermediate Similarity NPC297265
0.8444 Intermediate Similarity NPC233455
0.8444 Intermediate Similarity NPC285184
0.8444 Intermediate Similarity NPC155304
0.8444 Intermediate Similarity NPC301244
0.8444 Intermediate Similarity NPC23434
0.8444 Intermediate Similarity NPC77099
0.8444 Intermediate Similarity NPC4036
0.8444 Intermediate Similarity NPC60755
0.8444 Intermediate Similarity NPC324341
0.8444 Intermediate Similarity NPC65120
0.8444 Intermediate Similarity NPC228784
0.8444 Intermediate Similarity NPC474525
0.8444 Intermediate Similarity NPC158030
0.8444 Intermediate Similarity NPC155120
0.8444 Intermediate Similarity NPC470590
0.8444 Intermediate Similarity NPC154101
0.8444 Intermediate Similarity NPC235704
0.8438 Intermediate Similarity NPC284865
0.8427 Intermediate Similarity NPC477973
0.8427 Intermediate Similarity NPC474686

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477926 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
0.8556 High Similarity NPD6399 Phase 3
0.8444 Intermediate Similarity NPD7515 Phase 2
0.8276 Intermediate Similarity NPD4786 Approved
0.8256 Intermediate Similarity NPD3667 Approved
0.8191 Intermediate Similarity NPD7902 Approved
0.809 Intermediate Similarity NPD3618 Phase 1
0.8065 Intermediate Similarity NPD7748 Approved
0.7872 Intermediate Similarity NPD7900 Approved
0.7872 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7849 Intermediate Similarity NPD6411 Approved
0.7826 Intermediate Similarity NPD5328 Approved
0.7778 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7667 Intermediate Similarity NPD3665 Phase 1
0.7667 Intermediate Similarity NPD3668 Phase 3
0.7667 Intermediate Similarity NPD3133 Approved
0.7667 Intermediate Similarity NPD3666 Approved
0.766 Intermediate Similarity NPD6079 Approved
0.766 Intermediate Similarity NPD8034 Phase 2
0.766 Intermediate Similarity NPD8035 Phase 2
0.7634 Intermediate Similarity NPD6101 Approved
0.7634 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7624 Intermediate Similarity NPD5739 Approved
0.7624 Intermediate Similarity NPD7128 Approved
0.7624 Intermediate Similarity NPD6675 Approved
0.7624 Intermediate Similarity NPD6402 Approved
0.7614 Intermediate Similarity NPD4695 Discontinued
0.7579 Intermediate Similarity NPD4202 Approved
0.7573 Intermediate Similarity NPD6373 Approved
0.7573 Intermediate Similarity NPD6372 Approved
0.7551 Intermediate Similarity NPD4225 Approved
0.7526 Intermediate Similarity NPD4697 Phase 3
0.75 Intermediate Similarity NPD6684 Approved
0.75 Intermediate Similarity NPD7334 Approved
0.75 Intermediate Similarity NPD7146 Approved
0.75 Intermediate Similarity NPD7521 Approved
0.75 Intermediate Similarity NPD6409 Approved
0.75 Intermediate Similarity NPD5330 Approved
0.7476 Intermediate Similarity NPD6881 Approved
0.7476 Intermediate Similarity NPD6899 Approved
0.7476 Intermediate Similarity NPD7320 Approved
0.7449 Intermediate Similarity NPD6084 Phase 2
0.7449 Intermediate Similarity NPD6083 Phase 2
0.7449 Intermediate Similarity NPD4755 Approved
0.7447 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7442 Intermediate Similarity NPD7339 Approved
0.7442 Intermediate Similarity NPD6942 Approved
0.7429 Intermediate Similarity NPD6650 Approved
0.7429 Intermediate Similarity NPD6649 Approved
0.7416 Intermediate Similarity NPD7525 Registered
0.7407 Intermediate Similarity NPD7115 Discovery
0.7404 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7379 Intermediate Similarity NPD5701 Approved
0.7379 Intermediate Similarity NPD5697 Approved
0.7374 Intermediate Similarity NPD7638 Approved
0.7358 Intermediate Similarity NPD8297 Approved
0.7356 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7347 Intermediate Similarity NPD5221 Approved
0.7347 Intermediate Similarity NPD5222 Approved
0.7347 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.734 Intermediate Similarity NPD6672 Approved
0.734 Intermediate Similarity NPD5737 Approved
0.734 Intermediate Similarity NPD6903 Approved
0.734 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD7290 Approved
0.7333 Intermediate Similarity NPD7102 Approved
0.7333 Intermediate Similarity NPD6883 Approved
0.7312 Intermediate Similarity NPD5279 Phase 3
0.7308 Intermediate Similarity NPD6686 Approved
0.7308 Intermediate Similarity NPD6011 Approved
0.7303 Intermediate Similarity NPD7645 Phase 2
0.73 Intermediate Similarity NPD5286 Approved
0.73 Intermediate Similarity NPD4700 Approved
0.73 Intermediate Similarity NPD4696 Approved
0.73 Intermediate Similarity NPD5285 Approved
0.73 Intermediate Similarity NPD7640 Approved
0.73 Intermediate Similarity NPD7639 Approved
0.7292 Intermediate Similarity NPD5284 Approved
0.7292 Intermediate Similarity NPD5281 Approved
0.729 Intermediate Similarity NPD4632 Approved
0.7273 Intermediate Similarity NPD6116 Phase 1
0.7273 Intermediate Similarity NPD5173 Approved
0.7264 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7264 Intermediate Similarity NPD6869 Approved
0.7264 Intermediate Similarity NPD6847 Approved
0.7264 Intermediate Similarity NPD8130 Phase 1
0.7264 Intermediate Similarity NPD6617 Approved
0.7263 Intermediate Similarity NPD4753 Phase 2
0.7238 Intermediate Similarity NPD6014 Approved
0.7238 Intermediate Similarity NPD6013 Approved
0.7238 Intermediate Similarity NPD6012 Approved
0.7228 Intermediate Similarity NPD5223 Approved
0.7216 Intermediate Similarity NPD5779 Approved
0.7216 Intermediate Similarity NPD5778 Approved
0.7212 Intermediate Similarity NPD6412 Phase 2
0.72 Intermediate Similarity NPD5696 Approved
0.7196 Intermediate Similarity NPD6882 Approved
0.7159 Intermediate Similarity NPD6117 Approved
0.7159 Intermediate Similarity NPD6933 Approved
0.7157 Intermediate Similarity NPD5226 Approved
0.7157 Intermediate Similarity NPD5225 Approved
0.7157 Intermediate Similarity NPD5224 Approved
0.7157 Intermediate Similarity NPD5211 Phase 2
0.7157 Intermediate Similarity NPD4633 Approved
0.7128 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD6008 Approved
0.7091 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7087 Intermediate Similarity NPD4754 Approved
0.7087 Intermediate Similarity NPD5175 Approved
0.7087 Intermediate Similarity NPD5174 Approved
0.7075 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD4629 Approved
0.7071 Intermediate Similarity NPD5695 Phase 3
0.7071 Intermediate Similarity NPD5210 Approved
0.7071 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7065 Intermediate Similarity NPD4221 Approved
0.7065 Intermediate Similarity NPD4223 Phase 3
0.7065 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7053 Intermediate Similarity NPD3573 Approved
0.7033 Intermediate Similarity NPD8259 Clinical (unspecified phase)
0.7021 Intermediate Similarity NPD5329 Approved
0.7019 Intermediate Similarity NPD5141 Approved
0.7018 Intermediate Similarity NPD8328 Phase 3
0.7009 Intermediate Similarity NPD4634 Approved
0.7 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6114 Approved
0.7 Intermediate Similarity NPD6118 Approved
0.7 Intermediate Similarity NPD6697 Approved
0.7 Intermediate Similarity NPD6115 Approved
0.6981 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6957 Remote Similarity NPD5369 Approved
0.6952 Remote Similarity NPD4767 Approved
0.6952 Remote Similarity NPD4768 Approved
0.6947 Remote Similarity NPD6098 Approved
0.6937 Remote Similarity NPD6009 Approved
0.6932 Remote Similarity NPD6926 Approved
0.6932 Remote Similarity NPD6924 Approved
0.6915 Remote Similarity NPD4197 Approved
0.6907 Remote Similarity NPD6673 Approved
0.6907 Remote Similarity NPD6080 Approved
0.6907 Remote Similarity NPD6904 Approved
0.6903 Remote Similarity NPD6319 Approved
0.6882 Remote Similarity NPD4270 Approved
0.6882 Remote Similarity NPD4269 Approved
0.6875 Remote Similarity NPD6335 Approved
0.6854 Remote Similarity NPD8264 Approved
0.6852 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6848 Remote Similarity NPD5368 Approved
0.6848 Remote Similarity NPD7509 Discontinued
0.6847 Remote Similarity NPD6868 Approved
0.6847 Remote Similarity NPD6274 Approved
0.6837 Remote Similarity NPD46 Approved
0.6837 Remote Similarity NPD6698 Approved
0.6832 Remote Similarity NPD7614 Phase 1
0.6822 Remote Similarity NPD5128 Approved
0.6822 Remote Similarity NPD4729 Approved
0.6822 Remote Similarity NPD4730 Approved
0.6814 Remote Similarity NPD7101 Approved
0.6814 Remote Similarity NPD7100 Approved
0.6813 Remote Similarity NPD3617 Approved
0.6809 Remote Similarity NPD5362 Discontinued
0.6809 Remote Similarity NPD4788 Approved
0.6786 Remote Similarity NPD6317 Approved
0.6771 Remote Similarity NPD4688 Approved
0.6771 Remote Similarity NPD4138 Approved
0.6771 Remote Similarity NPD4623 Approved
0.6771 Remote Similarity NPD4690 Approved
0.6771 Remote Similarity NPD5205 Approved
0.6771 Remote Similarity NPD4693 Phase 3
0.6771 Remote Similarity NPD4519 Discontinued
0.6771 Remote Similarity NPD4689 Approved
0.6768 Remote Similarity NPD7637 Suspended
0.6726 Remote Similarity NPD6313 Approved
0.6726 Remote Similarity NPD6314 Approved
0.6724 Remote Similarity NPD7604 Phase 2
0.6705 Remote Similarity NPD7150 Approved
0.6705 Remote Similarity NPD7152 Approved
0.6705 Remote Similarity NPD7151 Approved
0.6705 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6705 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6702 Remote Similarity NPD6435 Approved
0.6697 Remote Similarity NPD5251 Approved
0.6697 Remote Similarity NPD5248 Approved
0.6697 Remote Similarity NPD5249 Phase 3
0.6697 Remote Similarity NPD5247 Approved
0.6697 Remote Similarity NPD5250 Approved
0.6697 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6697 Remote Similarity NPD5135 Approved
0.6697 Remote Similarity NPD5169 Approved
0.6696 Remote Similarity NPD6909 Approved
0.6696 Remote Similarity NPD6908 Approved
0.6696 Remote Similarity NPD5983 Phase 2
0.6696 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4821 Approved
0.6667 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7492 Approved
0.6667 Remote Similarity NPD6923 Approved
0.6667 Remote Similarity NPD4822 Approved
0.6667 Remote Similarity NPD4252 Approved
0.6667 Remote Similarity NPD5363 Approved

Structure

External Identifiers

PubChem CID   44626664
ChEMBL   CHEMBL3315234
ZINC  

Physicochemical Properties

Molecular Weight:  352.22
ALogP:  -0.1221
MLogP:  3.11
XLogP:  1.591
# Rotatable Bonds:  10
Polar Surface Area:  97.99
# H-Bond Aceptor:  5
# H-Bond Donor:  4
# Rings:  3
# Heavy Atoms:  25

Download Data

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General Info & Identifiers & Properties  
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