Natural Product: NPC132629

Natural Product ID:  NPC132629
Common Name:   Sikkimenoid C
IUPAC Name:  
Synonyms:   Sikkimenoid C
Molecular Formula:   C20H26O3
Standard InCHIKey:  AKYCTHTXCPVVOB-STPYIFJPSA-N
Standard InCHI:  InChI=1S/C20H26O3/c1-9-6-7-12-16(19(12,3)4)14-10(2)17(21)11-8-20(5,23)18(22)15(11)13(9)14/h10,12-14,16,23H,1,6-8H2,2-5H3/t10-,12-,13+,14-,16-,20-/m0/s1
Canonical SMILES:  O=C1[C@@H](C)[C@H]2[C@H](C3=C1C[C@](C3=O)(C)O)C(=C)CC[C@H]1[C@@H]2C1(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
NPO1168 Euphorbia sikkimensis Species Euphorbiaceae Eukaryota PMID[23327832]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 10691710

  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 NPC132629 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 NPC15838
0.8228 Intermediate Similarity NPC151045
0.8228 Intermediate Similarity NPC246722
0.8046 Intermediate Similarity NPC144258
0.7976 Intermediate Similarity NPC19443
0.7935 Intermediate Similarity NPC233118
0.7901 Intermediate Similarity NPC144627
0.7816 Intermediate Similarity NPC193347
0.7791 Intermediate Similarity NPC108955
0.7738 Intermediate Similarity NPC92080
0.7701 Intermediate Similarity NPC136150
0.7701 Intermediate Similarity NPC55869
0.764 Intermediate Similarity NPC237712
0.7609 Intermediate Similarity NPC326627
0.7609 Intermediate Similarity NPC310010
0.7558 Intermediate Similarity NPC476808
0.7558 Intermediate Similarity NPC275494
0.7558 Intermediate Similarity NPC30321
0.7558 Intermediate Similarity NPC471409
0.7556 Intermediate Similarity NPC474853
0.7556 Intermediate Similarity NPC123319
0.7556 Intermediate Similarity NPC142649
0.7556 Intermediate Similarity NPC36350
0.7556 Intermediate Similarity NPC179006
0.7556 Intermediate Similarity NPC311702
0.7556 Intermediate Similarity NPC94531
0.75 Intermediate Similarity NPC477372
0.75 Intermediate Similarity NPC474854
0.75 Intermediate Similarity NPC225515
0.7473 Intermediate Similarity NPC6247
0.7473 Intermediate Similarity NPC472479
0.7473 Intermediate Similarity NPC472488
0.7473 Intermediate Similarity NPC327115
0.7473 Intermediate Similarity NPC203795
0.7473 Intermediate Similarity NPC94666
0.7444 Intermediate Similarity NPC472480
0.7442 Intermediate Similarity NPC266193
0.7442 Intermediate Similarity NPC257666
0.7442 Intermediate Similarity NPC266124
0.7419 Intermediate Similarity NPC76879
0.7419 Intermediate Similarity NPC119416
0.7416 Intermediate Similarity NPC129080
0.7416 Intermediate Similarity NPC477271
0.7416 Intermediate Similarity NPC477269
0.7416 Intermediate Similarity NPC469325
0.7416 Intermediate Similarity NPC477270
0.7412 Intermediate Similarity NPC251435
0.7386 Intermediate Similarity NPC2482
0.7386 Intermediate Similarity NPC476809
0.7368 Intermediate Similarity NPC12722
0.7363 Intermediate Similarity NPC8518
0.7363 Intermediate Similarity NPC241512
0.7363 Intermediate Similarity NPC6185
0.7363 Intermediate Similarity NPC33663
0.7363 Intermediate Similarity NPC263997
0.7363 Intermediate Similarity NPC469993
0.7363 Intermediate Similarity NPC132228
0.7363 Intermediate Similarity NPC469948
0.7356 Intermediate Similarity NPC23778
0.7356 Intermediate Similarity NPC74410
0.7333 Intermediate Similarity NPC470015
0.7333 Intermediate Similarity NPC105803
0.7333 Intermediate Similarity NPC470165
0.7333 Intermediate Similarity NPC168188
0.7333 Intermediate Similarity NPC472492
0.7333 Intermediate Similarity NPC53733
0.7326 Intermediate Similarity NPC470525
0.7326 Intermediate Similarity NPC186554
0.7326 Intermediate Similarity NPC180886
0.7326 Intermediate Similarity NPC182848
0.7326 Intermediate Similarity NPC76966
0.7312 Intermediate Similarity NPC471941
0.7303 Intermediate Similarity NPC226068
0.7303 Intermediate Similarity NPC121984
0.7303 Intermediate Similarity NPC189237
0.7292 Intermediate Similarity NPC217624
0.7292 Intermediate Similarity NPC181393
0.7283 Intermediate Similarity NPC474733
0.7283 Intermediate Similarity NPC20688
0.7283 Intermediate Similarity NPC31564
0.7283 Intermediate Similarity NPC474778
0.7283 Intermediate Similarity NPC51014
0.7283 Intermediate Similarity NPC145879
0.7283 Intermediate Similarity NPC474732
0.7273 Intermediate Similarity NPC215843
0.7273 Intermediate Similarity NPC477371
0.7273 Intermediate Similarity NPC27817
0.7273 Intermediate Similarity NPC472490
0.7273 Intermediate Similarity NPC192329
0.7273 Intermediate Similarity NPC229204
0.7262 Intermediate Similarity NPC469737
0.7262 Intermediate Similarity NPC84790
0.7253 Intermediate Similarity NPC85774
0.7253 Intermediate Similarity NPC473246
0.7253 Intermediate Similarity NPC58841
0.7253 Intermediate Similarity NPC161423
0.7253 Intermediate Similarity NPC214043
0.7253 Intermediate Similarity NPC329043
0.7253 Intermediate Similarity NPC321187
0.7253 Intermediate Similarity NPC227064
0.7253 Intermediate Similarity NPC209882
0.7245 Intermediate Similarity NPC472689
0.7245 Intermediate Similarity NPC472073
0.7245 Intermediate Similarity NPC43747
0.7245 Intermediate Similarity NPC477268
0.7245 Intermediate Similarity NPC473161
0.7245 Intermediate Similarity NPC472690
0.7245 Intermediate Similarity NPC477267
0.7245 Intermediate Similarity NPC472074
0.7241 Intermediate Similarity NPC472014
0.7241 Intermediate Similarity NPC165711
0.7241 Intermediate Similarity NPC34110
0.7234 Intermediate Similarity NPC472477
0.7234 Intermediate Similarity NPC472475
0.7234 Intermediate Similarity NPC170775
0.7234 Intermediate Similarity NPC477943
0.7234 Intermediate Similarity NPC472489
0.7234 Intermediate Similarity NPC474245
0.7222 Intermediate Similarity NPC302661
0.7222 Intermediate Similarity NPC133391
0.7222 Intermediate Similarity NPC103486
0.7222 Intermediate Similarity NPC260956
0.7222 Intermediate Similarity NPC320514
0.7222 Intermediate Similarity NPC238991
0.7212 Intermediate Similarity NPC163004
0.7209 Intermediate Similarity NPC175079
0.7209 Intermediate Similarity NPC77501
0.7209 Intermediate Similarity NPC114236
0.7204 Intermediate Similarity NPC136548
0.7204 Intermediate Similarity NPC472481
0.7204 Intermediate Similarity NPC475740
0.7204 Intermediate Similarity NPC471792
0.7204 Intermediate Similarity NPC472482
0.7204 Intermediate Similarity NPC136948
0.7204 Intermediate Similarity NPC472484
0.7204 Intermediate Similarity NPC58063
0.7204 Intermediate Similarity NPC99909
0.7191 Intermediate Similarity NPC26139
0.7191 Intermediate Similarity NPC18955
0.7191 Intermediate Similarity NPC472478
0.7191 Intermediate Similarity NPC279667
0.7191 Intermediate Similarity NPC164218
0.7191 Intermediate Similarity NPC469637
0.7188 Intermediate Similarity NPC125180
0.7188 Intermediate Similarity NPC134826
0.7188 Intermediate Similarity NPC109414
0.7184 Intermediate Similarity NPC185
0.7174 Intermediate Similarity NPC202868
0.7174 Intermediate Similarity NPC79573
0.7174 Intermediate Similarity NPC11711
0.7174 Intermediate Similarity NPC473038
0.7174 Intermediate Similarity NPC474218
0.7174 Intermediate Similarity NPC474680
0.7174 Intermediate Similarity NPC29447
0.7172 Intermediate Similarity NPC147954
0.7159 Intermediate Similarity NPC475994
0.7159 Intermediate Similarity NPC207772
0.7159 Intermediate Similarity NPC189485
0.7158 Intermediate Similarity NPC474209
0.7158 Intermediate Similarity NPC475823
0.7158 Intermediate Similarity NPC472476
0.7158 Intermediate Similarity NPC129913
0.7157 Intermediate Similarity NPC72255
0.7143 Intermediate Similarity NPC477373
0.7143 Intermediate Similarity NPC62214
0.7143 Intermediate Similarity NPC163020
0.7143 Intermediate Similarity NPC477852
0.7143 Intermediate Similarity NPC102197
0.7143 Intermediate Similarity NPC153036
0.7129 Intermediate Similarity NPC163249
0.7129 Intermediate Similarity NPC87351
0.7128 Intermediate Similarity NPC320665
0.7128 Intermediate Similarity NPC472483
0.7128 Intermediate Similarity NPC471722
0.7128 Intermediate Similarity NPC190718
0.7128 Intermediate Similarity NPC476796
0.7128 Intermediate Similarity NPC117122
0.7128 Intermediate Similarity NPC474677
0.7128 Intermediate Similarity NPC472802
0.7126 Intermediate Similarity NPC263582
0.7126 Intermediate Similarity NPC472305
0.7126 Intermediate Similarity NPC151622
0.7126 Intermediate Similarity NPC7629
0.7126 Intermediate Similarity NPC1254
0.7113 Intermediate Similarity NPC196485
0.7113 Intermediate Similarity NPC245972
0.7111 Intermediate Similarity NPC472684
0.7111 Intermediate Similarity NPC150506
0.7111 Intermediate Similarity NPC147066
0.7111 Intermediate Similarity NPC201912
0.7111 Intermediate Similarity NPC471898
0.7111 Intermediate Similarity NPC44963
0.7111 Intermediate Similarity NPC278459
0.7111 Intermediate Similarity NPC473217
0.7111 Intermediate Similarity NPC38350
0.7111 Intermediate Similarity NPC474085
0.71 Intermediate Similarity NPC474720
0.71 Intermediate Similarity NPC112167
0.7097 Intermediate Similarity NPC472491
0.7097 Intermediate Similarity NPC472494

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC132629 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
0.8046 Intermediate Similarity NPD4197 Approved
0.7955 Intermediate Similarity NPD5329 Approved
0.7865 Intermediate Similarity NPD5280 Approved
0.7865 Intermediate Similarity NPD5690 Phase 2
0.7865 Intermediate Similarity NPD4694 Approved
0.7816 Intermediate Similarity NPD4223 Phase 3
0.7816 Intermediate Similarity NPD4221 Approved
0.7766 Intermediate Similarity NPD4629 Approved
0.7766 Intermediate Similarity NPD5210 Approved
0.7609 Intermediate Similarity NPD4753 Phase 2
0.7586 Intermediate Similarity NPD4695 Discontinued
0.7558 Intermediate Similarity NPD3617 Approved
0.7553 Intermediate Similarity NPD5133 Approved
0.7526 Intermediate Similarity NPD5696 Approved
0.7473 Intermediate Similarity NPD4138 Approved
0.7473 Intermediate Similarity NPD4693 Phase 3
0.7473 Intermediate Similarity NPD4690 Approved
0.7473 Intermediate Similarity NPD4689 Approved
0.7473 Intermediate Similarity NPD5205 Approved
0.7473 Intermediate Similarity NPD4688 Approved
0.73 Intermediate Similarity NPD5091 Approved
0.7283 Intermediate Similarity NPD5279 Phase 3
0.7283 Intermediate Similarity NPD4623 Approved
0.7283 Intermediate Similarity NPD4519 Discontinued
0.7263 Intermediate Similarity NPD5284 Approved
0.7263 Intermediate Similarity NPD5281 Approved
0.7253 Intermediate Similarity NPD3133 Approved
0.7253 Intermediate Similarity NPD3666 Approved
0.7253 Intermediate Similarity NPD3665 Phase 1
0.7216 Intermediate Similarity NPD5695 Phase 3
0.7174 Intermediate Similarity NPD1696 Phase 3
0.7128 Intermediate Similarity NPD4518 Approved
0.7111 Intermediate Similarity NPD4692 Approved
0.7111 Intermediate Similarity NPD4139 Approved
0.7097 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD3618 Phase 1
0.7079 Intermediate Similarity NPD4195 Approved
0.7071 Intermediate Similarity NPD6084 Phase 2
0.7071 Intermediate Similarity NPD4755 Approved
0.7071 Intermediate Similarity NPD6083 Phase 2
0.7065 Intermediate Similarity NPD4786 Approved
0.7053 Intermediate Similarity NPD6904 Approved
0.7053 Intermediate Similarity NPD6080 Approved
0.7053 Intermediate Similarity NPD6673 Approved
0.7033 Intermediate Similarity NPD3667 Approved
0.701 Intermediate Similarity NPD4202 Approved
0.6979 Remote Similarity NPD4096 Approved
0.6979 Remote Similarity NPD5692 Phase 3
0.697 Remote Similarity NPD4697 Phase 3
0.6951 Remote Similarity NPD7341 Phase 2
0.6939 Remote Similarity NPD6001 Approved
0.6931 Remote Similarity NPD4696 Approved
0.6931 Remote Similarity NPD5286 Approved
0.6931 Remote Similarity NPD4700 Approved
0.6931 Remote Similarity NPD5285 Approved
0.6915 Remote Similarity NPD6098 Approved
0.6907 Remote Similarity NPD5693 Phase 1
0.6907 Remote Similarity NPD6050 Approved
0.6907 Remote Similarity NPD5694 Approved
0.6875 Remote Similarity NPD5328 Approved
0.6875 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6869 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6867 Remote Similarity NPD7331 Phase 2
0.6863 Remote Similarity NPD5223 Approved
0.6804 Remote Similarity NPD5207 Approved
0.68 Remote Similarity NPD5220 Clinical (unspecified phase)
0.68 Remote Similarity NPD5222 Approved
0.68 Remote Similarity NPD5221 Approved
0.6796 Remote Similarity NPD5226 Approved
0.6796 Remote Similarity NPD4633 Approved
0.6796 Remote Similarity NPD5224 Approved
0.6796 Remote Similarity NPD5225 Approved
0.6796 Remote Similarity NPD5211 Phase 2
0.6774 Remote Similarity NPD4788 Approved
0.6771 Remote Similarity NPD6672 Approved
0.6771 Remote Similarity NPD5737 Approved
0.6771 Remote Similarity NPD5208 Approved
0.6768 Remote Similarity NPD5282 Discontinued
0.6744 Remote Similarity NPD4747 Approved
0.6735 Remote Similarity NPD6079 Approved
0.6733 Remote Similarity NPD5173 Approved
0.6733 Remote Similarity NPD5959 Approved
0.6731 Remote Similarity NPD4754 Approved
0.6731 Remote Similarity NPD5174 Approved
0.6731 Remote Similarity NPD5175 Approved
0.6667 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6399 Phase 3
0.6667 Remote Similarity NPD5141 Approved
0.6628 Remote Similarity NPD4137 Phase 3
0.6604 Remote Similarity NPD5739 Approved
0.6604 Remote Similarity NPD4768 Approved
0.6604 Remote Similarity NPD6675 Approved
0.6604 Remote Similarity NPD7128 Approved
0.6604 Remote Similarity NPD6402 Approved
0.6604 Remote Similarity NPD4767 Approved
0.6574 Remote Similarity NPD6372 Approved
0.6574 Remote Similarity NPD6373 Approved
0.6562 Remote Similarity NPD5330 Approved
0.6562 Remote Similarity NPD7146 Approved
0.6562 Remote Similarity NPD7521 Approved
0.6562 Remote Similarity NPD6409 Approved
0.6562 Remote Similarity NPD6684 Approved
0.6562 Remote Similarity NPD7334 Approved
0.6552 Remote Similarity NPD4691 Approved
0.6542 Remote Similarity NPD5701 Approved
0.6542 Remote Similarity NPD6614 Approved
0.6542 Remote Similarity NPD5697 Approved
0.6535 Remote Similarity NPD5654 Approved
0.6526 Remote Similarity NPD3668 Phase 3
0.6517 Remote Similarity NPD4784 Approved
0.6517 Remote Similarity NPD5733 Approved
0.6517 Remote Similarity NPD4785 Approved
0.6517 Remote Similarity NPD4687 Approved
0.6506 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6481 Remote Similarity NPD4729 Approved
0.6481 Remote Similarity NPD6899 Approved
0.6481 Remote Similarity NPD6011 Approved
0.6481 Remote Similarity NPD5128 Approved
0.6481 Remote Similarity NPD6881 Approved
0.6481 Remote Similarity NPD7320 Approved
0.6481 Remote Similarity NPD4730 Approved
0.6477 Remote Similarity NPD5276 Approved
0.6477 Remote Similarity NPD4243 Approved
0.6455 Remote Similarity NPD6650 Approved
0.6455 Remote Similarity NPD6649 Approved
0.6429 Remote Similarity NPD6903 Approved
0.6429 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6422 Remote Similarity NPD6012 Approved
0.6422 Remote Similarity NPD6014 Approved
0.6422 Remote Similarity NPD6013 Approved
0.64 Remote Similarity NPD7515 Phase 2
0.6364 Remote Similarity NPD5169 Approved
0.6364 Remote Similarity NPD6371 Approved
0.6364 Remote Similarity NPD5249 Phase 3
0.6364 Remote Similarity NPD5251 Approved
0.6364 Remote Similarity NPD5248 Approved
0.6364 Remote Similarity NPD4634 Approved
0.6364 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6364 Remote Similarity NPD7290 Approved
0.6364 Remote Similarity NPD7102 Approved
0.6364 Remote Similarity NPD5135 Approved
0.6364 Remote Similarity NPD6883 Approved
0.6364 Remote Similarity NPD5250 Approved
0.6364 Remote Similarity NPD5247 Approved
0.6333 Remote Similarity NPD4058 Approved
0.6327 Remote Similarity NPD3573 Approved
0.6311 Remote Similarity NPD7614 Phase 1
0.6306 Remote Similarity NPD5127 Approved
0.6306 Remote Similarity NPD8130 Phase 1
0.6306 Remote Similarity NPD5215 Approved
0.6306 Remote Similarity NPD5217 Approved
0.6306 Remote Similarity NPD5216 Approved
0.6306 Remote Similarity NPD6847 Approved
0.6306 Remote Similarity NPD6869 Approved
0.6306 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6306 Remote Similarity NPD6617 Approved
0.6296 Remote Similarity NPD6008 Approved
0.6277 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6275 Remote Similarity NPD7748 Approved
0.6264 Remote Similarity NPD4190 Phase 3
0.6264 Remote Similarity NPD5275 Approved
0.625 Remote Similarity NPD8297 Approved
0.625 Remote Similarity NPD6882 Approved
0.625 Remote Similarity NPD7902 Approved
0.622 Remote Similarity NPD287 Approved
0.6214 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6196 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6195 Remote Similarity NPD4632 Approved
0.6182 Remote Similarity NPD5168 Approved
0.614 Remote Similarity NPD5167 Approved
0.6136 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6111 Remote Similarity NPD6052 Approved
0.6092 Remote Similarity NPD3704 Approved
0.6087 Remote Similarity NPD7339 Approved
0.6087 Remote Similarity NPD6274 Approved
0.6087 Remote Similarity NPD6942 Approved
0.6042 Remote Similarity NPD5369 Approved
0.604 Remote Similarity NPD1695 Approved
0.6034 Remote Similarity NPD6009 Approved
0.6034 Remote Similarity NPD7115 Discovery
0.6034 Remote Similarity NPD6317 Approved
0.6 Remote Similarity NPD7604 Phase 2
0.6 Remote Similarity NPD4789 Approved
0.5983 Remote Similarity NPD6314 Approved
0.5983 Remote Similarity NPD6313 Approved
0.5983 Remote Similarity NPD6335 Approved
0.5981 Remote Similarity NPD6404 Discontinued
0.598 Remote Similarity NPD5785 Approved
0.5979 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5978 Remote Similarity NPD6926 Approved
0.5978 Remote Similarity NPD6924 Approved
0.5977 Remote Similarity NPD3171 Clinical (unspecified phase)
0.5966 Remote Similarity NPD6291 Clinical (unspecified phase)
0.5962 Remote Similarity NPD7900 Approved
0.5962 Remote Similarity NPD7901 Clinical (unspecified phase)
0.596 Remote Similarity NPD1694 Approved
0.596 Remote Similarity NPD7520 Clinical (unspecified phase)
0.596 Remote Similarity NPD5363 Approved
0.5955 Remote Similarity NPD5360 Phase 3
0.5955 Remote Similarity NPD5361 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   71579215
ChEMBL   CHEMBL2334875
ZINC  

Physicochemical Properties

Molecular Weight:  314.19
ALogP:  1.4024
MLogP:  3.33
XLogP:  3.097
# Rotatable Bonds:  5
Polar Surface Area:  54.37
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  23

Download Data

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