Natural Product: NPC107189

Natural Product ID:  NPC107189
Common Name:   (+)-(3S,7S,8S,13R,14S,17R,18R,19S,20S,21S)-25-Norfern-5-(10),9(11)-Diene-3,7,19,20,28-Pentaol
IUPAC Name:   (1S,2S,3S,3aR,5aS,5bS,6S,9S,13aR,13bR)-3a-(hydroxymethyl)-5a,8,8,13a-tetramethyl-3-propan-2-yl-2,3,4,5,5b,6,7,9,10,11,13,13b-dodecahydro-1H-cyclopenta[a]chrysene-1,2,6,9-tetrol
Synonyms:  
Molecular Formula:   C29H46O5
Standard InCHIKey:  HOBVESLWRRPRSW-NBTAMOQGSA-N
Standard InCHI:  InChI=1S/C29H46O5/c1-15(2)21-23(33)24(34)25-28(6)10-9-17-16-7-8-20(32)26(3,4)18(16)13-19(31)22(17)27(28,5)11-12-29(21,25)14-30/h9,15,19-25,30-34H,7-8,10-14H2,1-6H3/t19-,20-,21+,22-,23-,24+,25+,27-,28+,29+/m0/s1
Canonical SMILES:  OC[C@]12CC[C@@]3([C@]([C@H]2[C@@H]([C@H]([C@H]1C(C)C)O)O)(C)CC=C1[C@H]3[C@@H](O)CC2=C1CC[C@@H](C2(C)C)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
NPO19192 Sinocalamus affinis Species NA NA PMID[22690646]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT178 Individual Protein Protein-tyrosine phosphatase 1B Homo sapiens IC50 = 6800 nM 10354406

  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 NPC107189 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
0.9643 High Similarity NPC271967
0.9529 High Similarity NPC2158
0.9302 High Similarity NPC470542
0.8977 High Similarity NPC105495
0.8851 High Similarity NPC24277
0.8837 High Similarity NPC124172
0.8824 High Similarity NPC1272
0.8824 High Similarity NPC470614
0.8824 High Similarity NPC201852
0.8621 High Similarity NPC209802
0.8605 High Similarity NPC20853
0.8588 High Similarity NPC26117
0.8506 High Similarity NPC110778
0.8488 Intermediate Similarity NPC6707
0.8478 Intermediate Similarity NPC310013
0.8478 Intermediate Similarity NPC98193
0.8444 Intermediate Similarity NPC474668
0.8444 Intermediate Similarity NPC475664
0.8444 Intermediate Similarity NPC280556
0.8409 Intermediate Similarity NPC475798
0.8409 Intermediate Similarity NPC127606
0.8391 Intermediate Similarity NPC7988
0.8367 Intermediate Similarity NPC477812
0.8353 Intermediate Similarity NPC186191
0.8353 Intermediate Similarity NPC87604
0.8353 Intermediate Similarity NPC275910
0.8353 Intermediate Similarity NPC477522
0.8353 Intermediate Similarity NPC205455
0.8333 Intermediate Similarity NPC474657
0.8333 Intermediate Similarity NPC186145
0.8298 Intermediate Similarity NPC127063
0.8295 Intermediate Similarity NPC141941
0.8295 Intermediate Similarity NPC477818
0.8295 Intermediate Similarity NPC193870
0.8276 Intermediate Similarity NPC474531
0.8261 Intermediate Similarity NPC473956
0.8261 Intermediate Similarity NPC475751
0.8256 Intermediate Similarity NPC1319
0.8256 Intermediate Similarity NPC328714
0.8235 Intermediate Similarity NPC214570
0.8222 Intermediate Similarity NPC94462
0.8222 Intermediate Similarity NPC201273
0.8222 Intermediate Similarity NPC152808
0.8222 Intermediate Similarity NPC293287
0.8202 Intermediate Similarity NPC238485
0.8202 Intermediate Similarity NPC255882
0.8182 Intermediate Similarity NPC202389
0.8182 Intermediate Similarity NPC30166
0.8182 Intermediate Similarity NPC248886
0.8172 Intermediate Similarity NPC41554
0.8172 Intermediate Similarity NPC471453
0.8172 Intermediate Similarity NPC97404
0.8163 Intermediate Similarity NPC22634
0.8161 Intermediate Similarity NPC71535
0.8161 Intermediate Similarity NPC78545
0.8161 Intermediate Similarity NPC22403
0.8161 Intermediate Similarity NPC236112
0.8152 Intermediate Similarity NPC470361
0.8152 Intermediate Similarity NPC109744
0.8144 Intermediate Similarity NPC208358
0.814 Intermediate Similarity NPC18603
0.814 Intermediate Similarity NPC307965
0.814 Intermediate Similarity NPC76931
0.814 Intermediate Similarity NPC318136
0.8125 Intermediate Similarity NPC475033
0.8125 Intermediate Similarity NPC475032
0.8118 Intermediate Similarity NPC274079
0.8118 Intermediate Similarity NPC202642
0.8118 Intermediate Similarity NPC477925
0.8118 Intermediate Similarity NPC470362
0.8118 Intermediate Similarity NPC321016
0.8118 Intermediate Similarity NPC321381
0.8118 Intermediate Similarity NPC107059
0.8118 Intermediate Similarity NPC96319
0.8118 Intermediate Similarity NPC73875
0.8118 Intermediate Similarity NPC46160
0.809 Intermediate Similarity NPC317458
0.809 Intermediate Similarity NPC207013
0.809 Intermediate Similarity NPC470384
0.809 Intermediate Similarity NPC474634
0.8081 Intermediate Similarity NPC475701
0.8068 Intermediate Similarity NPC209620
0.8068 Intermediate Similarity NPC23852
0.8068 Intermediate Similarity NPC470383
0.8065 Intermediate Similarity NPC329596
0.8065 Intermediate Similarity NPC192437
0.8065 Intermediate Similarity NPC204188
0.8065 Intermediate Similarity NPC270511
0.8065 Intermediate Similarity NPC3345
0.8065 Intermediate Similarity NPC245410
0.8065 Intermediate Similarity NPC291484
0.8065 Intermediate Similarity NPC80561
0.8065 Intermediate Similarity NPC11216
0.8065 Intermediate Similarity NPC470390
0.8061 Intermediate Similarity NPC155974
0.8043 Intermediate Similarity NPC133588
0.8023 Intermediate Similarity NPC318495
0.8023 Intermediate Similarity NPC130136
0.8023 Intermediate Similarity NPC198968
0.8023 Intermediate Similarity NPC155986
0.8022 Intermediate Similarity NPC139724
0.8022 Intermediate Similarity NPC477604
0.8022 Intermediate Similarity NPC237344
0.8022 Intermediate Similarity NPC261266
0.8022 Intermediate Similarity NPC6391
0.8022 Intermediate Similarity NPC6605
0.8022 Intermediate Similarity NPC121981
0.8021 Intermediate Similarity NPC304899
0.8021 Intermediate Similarity NPC253115
0.8 Intermediate Similarity NPC28657
0.8 Intermediate Similarity NPC288035
0.8 Intermediate Similarity NPC471468
0.8 Intermediate Similarity NPC474464
0.8 Intermediate Similarity NPC304309
0.8 Intermediate Similarity NPC231310
0.8 Intermediate Similarity NPC285893
0.8 Intermediate Similarity NPC162742
0.8 Intermediate Similarity NPC141071
0.8 Intermediate Similarity NPC474493
0.8 Intermediate Similarity NPC230301
0.8 Intermediate Similarity NPC118508
0.8 Intermediate Similarity NPC121744
0.8 Intermediate Similarity NPC322353
0.8 Intermediate Similarity NPC22105
0.8 Intermediate Similarity NPC257347
0.8 Intermediate Similarity NPC185568
0.8 Intermediate Similarity NPC136188
0.8 Intermediate Similarity NPC134847
0.8 Intermediate Similarity NPC471723
0.7979 Intermediate Similarity NPC210268
0.7978 Intermediate Similarity NPC50964
0.7976 Intermediate Similarity NPC474140
0.7955 Intermediate Similarity NPC322313
0.7955 Intermediate Similarity NPC287749
0.7955 Intermediate Similarity NPC102253
0.7955 Intermediate Similarity NPC13554
0.7955 Intermediate Similarity NPC236237
0.7938 Intermediate Similarity NPC190554
0.7935 Intermediate Similarity NPC470620
0.7931 Intermediate Similarity NPC474216
0.7931 Intermediate Similarity NPC477817
0.7931 Intermediate Similarity NPC473943
0.7931 Intermediate Similarity NPC477514
0.7931 Intermediate Similarity NPC138621
0.7931 Intermediate Similarity NPC6978
0.7931 Intermediate Similarity NPC477819
0.7931 Intermediate Similarity NPC244385
0.7931 Intermediate Similarity NPC167037
0.7921 Intermediate Similarity NPC474015
0.7917 Intermediate Similarity NPC476894
0.7917 Intermediate Similarity NPC222845
0.7917 Intermediate Similarity NPC45324
0.7917 Intermediate Similarity NPC162001
0.7912 Intermediate Similarity NPC474349
0.7912 Intermediate Similarity NPC474189
0.7912 Intermediate Similarity NPC318390
0.7907 Intermediate Similarity NPC300324
0.7907 Intermediate Similarity NPC129165
0.7907 Intermediate Similarity NPC113733
0.7907 Intermediate Similarity NPC134330
0.7907 Intermediate Similarity NPC315261
0.7907 Intermediate Similarity NPC240604
0.7907 Intermediate Similarity NPC189883
0.7895 Intermediate Similarity NPC242419
0.7895 Intermediate Similarity NPC235126
0.7889 Intermediate Similarity NPC232023
0.7889 Intermediate Similarity NPC320548
0.7889 Intermediate Similarity NPC82538
0.7889 Intermediate Similarity NPC237795
0.7879 Intermediate Similarity NPC267510
0.7872 Intermediate Similarity NPC14380
0.7857 Intermediate Similarity NPC309493
0.7857 Intermediate Similarity NPC275865
0.7849 Intermediate Similarity NPC67872
0.7841 Intermediate Similarity NPC81306
0.7841 Intermediate Similarity NPC47982
0.7841 Intermediate Similarity NPC143182
0.7841 Intermediate Similarity NPC30986
0.7841 Intermediate Similarity NPC109546
0.7841 Intermediate Similarity NPC84694
0.7841 Intermediate Similarity NPC80530
0.7841 Intermediate Similarity NPC472463
0.7841 Intermediate Similarity NPC273410
0.7841 Intermediate Similarity NPC209430
0.7841 Intermediate Similarity NPC28862
0.7835 Intermediate Similarity NPC173272
0.7835 Intermediate Similarity NPC288970
0.7826 Intermediate Similarity NPC71520
0.7826 Intermediate Similarity NPC269058
0.7822 Intermediate Similarity NPC471111
0.7816 Intermediate Similarity NPC477924
0.7816 Intermediate Similarity NPC34019
0.7816 Intermediate Similarity NPC471798
0.7812 Intermediate Similarity NPC111015
0.7812 Intermediate Similarity NPC65402
0.7812 Intermediate Similarity NPC127718
0.7812 Intermediate Similarity NPC477605
0.7802 Intermediate Similarity NPC238992
0.7802 Intermediate Similarity NPC478102
0.7791 Intermediate Similarity NPC328104

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC107189 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
0.8118 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD6942 Approved
0.8 Intermediate Similarity NPD7339 Approved
0.7955 Intermediate Similarity NPD7525 Registered
0.7907 Intermediate Similarity NPD6933 Approved
0.7753 Intermediate Similarity NPD4748 Discontinued
0.7742 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7674 Intermediate Similarity NPD6924 Approved
0.7674 Intermediate Similarity NPD6926 Approved
0.764 Intermediate Similarity NPD6929 Approved
0.7609 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7556 Intermediate Similarity NPD6930 Phase 2
0.7556 Intermediate Similarity NPD6931 Approved
0.7553 Intermediate Similarity NPD7524 Approved
0.75 Intermediate Similarity NPD6695 Phase 3
0.7471 Intermediate Similarity NPD4785 Approved
0.7471 Intermediate Similarity NPD4784 Approved
0.7442 Intermediate Similarity NPD4243 Approved
0.7442 Intermediate Similarity NPD7150 Approved
0.7442 Intermediate Similarity NPD7152 Approved
0.7442 Intermediate Similarity NPD7151 Approved
0.7419 Intermediate Similarity NPD4786 Approved
0.7416 Intermediate Similarity NPD5776 Phase 2
0.7416 Intermediate Similarity NPD6925 Approved
0.7416 Intermediate Similarity NPD6932 Approved
0.7412 Intermediate Similarity NPD6923 Approved
0.7412 Intermediate Similarity NPD6922 Approved
0.7363 Intermediate Similarity NPD7509 Discontinued
0.7333 Intermediate Similarity NPD7145 Approved
0.7326 Intermediate Similarity NPD7144 Approved
0.7326 Intermediate Similarity NPD7143 Approved
0.7253 Intermediate Similarity NPD6683 Phase 2
0.7253 Intermediate Similarity NPD7645 Phase 2
0.7204 Intermediate Similarity NPD3667 Approved
0.7191 Intermediate Similarity NPD8264 Approved
0.7188 Intermediate Similarity NPD7750 Discontinued
0.7174 Intermediate Similarity NPD7514 Phase 3
0.7172 Intermediate Similarity NPD4202 Approved
0.7158 Intermediate Similarity NPD6893 Approved
0.713 Intermediate Similarity NPD4634 Approved
0.7097 Intermediate Similarity NPD6902 Approved
0.7083 Intermediate Similarity NPD5279 Phase 3
0.7059 Intermediate Similarity NPD4755 Approved
0.7053 Intermediate Similarity NPD3133 Approved
0.7053 Intermediate Similarity NPD3665 Phase 1
0.7053 Intermediate Similarity NPD3666 Approved
0.7041 Intermediate Similarity NPD5328 Approved
0.7009 Intermediate Similarity NPD6412 Phase 2
0.7 Intermediate Similarity NPD5275 Approved
0.7 Intermediate Similarity NPD4190 Phase 3
0.7 Intermediate Similarity NPD6399 Phase 3
0.6989 Remote Similarity NPD7332 Phase 2
0.6923 Remote Similarity NPD4700 Approved
0.6923 Remote Similarity NPD4696 Approved
0.6923 Remote Similarity NPD5286 Approved
0.6923 Remote Similarity NPD5285 Approved
0.6915 Remote Similarity NPD6898 Phase 1
0.6907 Remote Similarity NPD3618 Phase 1
0.6907 Remote Similarity NPD4694 Approved
0.6907 Remote Similarity NPD5280 Approved
0.69 Remote Similarity NPD5281 Approved
0.69 Remote Similarity NPD6079 Approved
0.69 Remote Similarity NPD5284 Approved
0.69 Remote Similarity NPD7087 Discontinued
0.6882 Remote Similarity NPD4195 Approved
0.6869 Remote Similarity NPD4753 Phase 2
0.6857 Remote Similarity NPD5223 Approved
0.6827 Remote Similarity NPD7638 Approved
0.681 Remote Similarity NPD7503 Approved
0.6792 Remote Similarity NPD5226 Approved
0.6792 Remote Similarity NPD4633 Approved
0.6792 Remote Similarity NPD5224 Approved
0.6792 Remote Similarity NPD5211 Phase 2
0.6792 Remote Similarity NPD5225 Approved
0.6786 Remote Similarity NPD4632 Approved
0.6774 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6762 Remote Similarity NPD7640 Approved
0.6762 Remote Similarity NPD7639 Approved
0.6759 Remote Similarity NPD7128 Approved
0.6759 Remote Similarity NPD6402 Approved
0.6759 Remote Similarity NPD6675 Approved
0.6759 Remote Similarity NPD5739 Approved
0.6729 Remote Similarity NPD5175 Approved
0.6729 Remote Similarity NPD5174 Approved
0.6729 Remote Similarity NPD4754 Approved
0.6701 Remote Similarity NPD3668 Phase 3
0.6696 Remote Similarity NPD7328 Approved
0.6696 Remote Similarity NPD7327 Approved
0.6667 Remote Similarity NPD4223 Phase 3
0.6667 Remote Similarity NPD5141 Approved
0.6667 Remote Similarity NPD4221 Approved
0.6667 Remote Similarity NPD8033 Approved
0.6638 Remote Similarity NPD7516 Approved
0.6636 Remote Similarity NPD6881 Approved
0.6636 Remote Similarity NPD6899 Approved
0.6636 Remote Similarity NPD7320 Approved
0.6635 Remote Similarity NPD5221 Approved
0.6635 Remote Similarity NPD5222 Approved
0.6635 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6635 Remote Similarity NPD4697 Phase 3
0.6633 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6633 Remote Similarity NPD5329 Approved
0.6629 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6606 Remote Similarity NPD4768 Approved
0.6606 Remote Similarity NPD4767 Approved
0.66 Remote Similarity NPD4518 Approved
0.6581 Remote Similarity NPD8294 Approved
0.6581 Remote Similarity NPD8377 Approved
0.6581 Remote Similarity NPD6319 Approved
0.6581 Remote Similarity NPD6059 Approved
0.6581 Remote Similarity NPD6054 Approved
0.6577 Remote Similarity NPD6372 Approved
0.6577 Remote Similarity NPD6373 Approved
0.6571 Remote Similarity NPD5173 Approved
0.6571 Remote Similarity NPD6083 Phase 2
0.6571 Remote Similarity NPD6084 Phase 2
0.6569 Remote Similarity NPD7637 Suspended
0.6569 Remote Similarity NPD7515 Phase 2
0.6566 Remote Similarity NPD5690 Phase 2
0.6549 Remote Similarity NPD8297 Approved
0.6545 Remote Similarity NPD5701 Approved
0.6545 Remote Similarity NPD5697 Approved
0.6538 Remote Similarity NPD4629 Approved
0.6538 Remote Similarity NPD5210 Approved
0.6538 Remote Similarity NPD5695 Phase 3
0.6535 Remote Similarity NPD6051 Approved
0.6531 Remote Similarity NPD4197 Approved
0.6525 Remote Similarity NPD8335 Approved
0.6525 Remote Similarity NPD8378 Approved
0.6525 Remote Similarity NPD8380 Approved
0.6525 Remote Similarity NPD8379 Approved
0.6525 Remote Similarity NPD8296 Approved
0.6518 Remote Similarity NPD7290 Approved
0.6518 Remote Similarity NPD6883 Approved
0.6518 Remote Similarity NPD7102 Approved
0.6486 Remote Similarity NPD4730 Approved
0.6486 Remote Similarity NPD4729 Approved
0.6486 Remote Similarity NPD5128 Approved
0.6486 Remote Similarity NPD6011 Approved
0.6471 Remote Similarity NPD4001 Clinical (unspecified phase)
0.6471 Remote Similarity NPD7136 Phase 2
0.6471 Remote Similarity NPD6370 Approved
0.6471 Remote Similarity NPD4096 Approved
0.6466 Remote Similarity NPD6009 Approved
0.646 Remote Similarity NPD6869 Approved
0.646 Remote Similarity NPD8130 Phase 1
0.646 Remote Similarity NPD6649 Approved
0.646 Remote Similarity NPD6401 Clinical (unspecified phase)
0.646 Remote Similarity NPD6617 Approved
0.646 Remote Similarity NPD6650 Approved
0.646 Remote Similarity NPD6847 Approved
0.6458 Remote Similarity NPD6928 Phase 2
0.6455 Remote Similarity NPD6008 Approved
0.6436 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6429 Remote Similarity NPD6012 Approved
0.6429 Remote Similarity NPD6013 Approved
0.6429 Remote Similarity NPD4788 Approved
0.6429 Remote Similarity NPD6014 Approved
0.6408 Remote Similarity NPD8034 Phase 2
0.6408 Remote Similarity NPD6411 Approved
0.6408 Remote Similarity NPD6050 Approved
0.6408 Remote Similarity NPD8035 Phase 2
0.6404 Remote Similarity NPD6882 Approved
0.64 Remote Similarity NPD7146 Approved
0.64 Remote Similarity NPD6409 Approved
0.64 Remote Similarity NPD5205 Approved
0.64 Remote Similarity NPD7334 Approved
0.64 Remote Similarity NPD4138 Approved
0.64 Remote Similarity NPD7521 Approved
0.64 Remote Similarity NPD4689 Approved
0.64 Remote Similarity NPD4688 Approved
0.64 Remote Similarity NPD5330 Approved
0.64 Remote Similarity NPD4690 Approved
0.64 Remote Similarity NPD6684 Approved
0.64 Remote Similarity NPD4693 Phase 3
0.6392 Remote Similarity NPD4692 Approved
0.6392 Remote Similarity NPD4139 Approved
0.6389 Remote Similarity NPD4159 Approved
0.6387 Remote Similarity NPD6016 Approved
0.6387 Remote Similarity NPD6015 Approved
0.6374 Remote Similarity NPD4787 Phase 1
0.6372 Remote Similarity NPD5250 Approved
0.6372 Remote Similarity NPD5169 Approved
0.6372 Remote Similarity NPD5251 Approved
0.6372 Remote Similarity NPD5248 Approved
0.6372 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6372 Remote Similarity NPD5247 Approved
0.6372 Remote Similarity NPD5249 Phase 3
0.6372 Remote Similarity NPD5135 Approved
0.6364 Remote Similarity NPD7492 Approved
0.6356 Remote Similarity NPD4522 Approved
0.6346 Remote Similarity NPD5133 Approved
0.6341 Remote Similarity NPD7736 Approved
0.6333 Remote Similarity NPD5988 Approved
0.6325 Remote Similarity NPD7115 Discovery
0.6316 Remote Similarity NPD5216 Approved
0.6316 Remote Similarity NPD5127 Approved
0.6316 Remote Similarity NPD5217 Approved
0.6316 Remote Similarity NPD5215 Approved
0.6311 Remote Similarity NPD7507 Approved

Structure

External Identifiers

PubChem CID   60155759
ChEMBL   CHEMBL2063150
ZINC  

Physicochemical Properties

Molecular Weight:  474.33
ALogP:  -0.4943
MLogP:  4.1
XLogP:  3.209
# Rotatable Bonds:  13
Polar Surface Area:  101.15
# H-Bond Aceptor:  5
# H-Bond Donor:  5
# Rings:  5
# Heavy Atoms:  34

Download Data

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