Natural Product: NPC168733

Natural Product ID:  NPC168733
Common Name:   Haterumaimide F
IUPAC Name:   (3R)-3-[(1S)-2-[(1S,4R,4aS,7S,8aR)-7-chloro-4-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-1-hydroxyethyl]pyrrolidine-2,5-dione
Synonyms:   Haterumaimide F
Molecular Formula:   C20H30ClNO4
Standard InCHIKey:  ILPIGMAGHRKRKI-WMRABNJFSA-N
Standard InCHI:  InChI=1S/C20H30ClNO4/c1-10-5-15(24)17-19(2,3)8-11(21)9-20(17,4)13(10)7-14(23)12-6-16(25)22-18(12)26/h11-15,17,23-24H,1,5-9H2,2-4H3,(H,22,25,26)/t11-,12+,13-,14-,15+,17-,20+/m0/s1
Canonical SMILES:  Cl[C@H]1CC(C)(C)[C@H]2[C@@](C1)(C)[C@@H](C[C@@H]([C@H]1CC(=NC1=O)O)O)C(=C)C[C@H]2O
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
NPO33282 lissoclinum sp. Species Didemnidae Eukaryota PMID[11575950]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT168 Cell Line P388 Mus musculus IC50 = 0.0055 ug/ml PubChem BioAssay data set

  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 NPC168733 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
0.95 High Similarity NPC259476
0.9417 High Similarity NPC92829
0.9333 High Similarity NPC122404
0.9065 High Similarity NPC24462
0.8704 High Similarity NPC7797
0.8393 Intermediate Similarity NPC216335
0.8241 Intermediate Similarity NPC42590
0.6949 Remote Similarity NPC46764
0.6917 Remote Similarity NPC106479
0.6807 Remote Similarity NPC328052
0.664 Remote Similarity NPC323532
0.6555 Remote Similarity NPC475800
0.6545 Remote Similarity NPC77001
0.6545 Remote Similarity NPC253618
0.6518 Remote Similarity NPC59170
0.6514 Remote Similarity NPC165895
0.6509 Remote Similarity NPC110780
0.6505 Remote Similarity NPC474433
0.6486 Remote Similarity NPC80401
0.6486 Remote Similarity NPC261994
0.6486 Remote Similarity NPC149761
0.6486 Remote Similarity NPC470378
0.6486 Remote Similarity NPC180849
0.6481 Remote Similarity NPC102292
0.6475 Remote Similarity NPC12270
0.646 Remote Similarity NPC302008
0.646 Remote Similarity NPC191094
0.6452 Remote Similarity NPC470540
0.6449 Remote Similarity NPC291320
0.6449 Remote Similarity NPC471036
0.6446 Remote Similarity NPC474725
0.6429 Remote Similarity NPC299185
0.6429 Remote Similarity NPC278106
0.6429 Remote Similarity NPC476168
0.6415 Remote Similarity NPC209318
0.6415 Remote Similarity NPC223330
0.6404 Remote Similarity NPC29112
0.6404 Remote Similarity NPC84018
0.6404 Remote Similarity NPC231060
0.6404 Remote Similarity NPC138245
0.6372 Remote Similarity NPC181594
0.6372 Remote Similarity NPC59350
0.6372 Remote Similarity NPC144739
0.6364 Remote Similarity NPC174619
0.6364 Remote Similarity NPC477352
0.6364 Remote Similarity NPC307903
0.6364 Remote Similarity NPC259009
0.6364 Remote Similarity NPC140251
0.6364 Remote Similarity NPC128210
0.633 Remote Similarity NPC471034
0.633 Remote Similarity NPC190704
0.6316 Remote Similarity NPC101233
0.6316 Remote Similarity NPC104371
0.6316 Remote Similarity NPC473314
0.6316 Remote Similarity NPC292374
0.6316 Remote Similarity NPC129004
0.6316 Remote Similarity NPC64006
0.6316 Remote Similarity NPC261333
0.6316 Remote Similarity NPC91772
0.6316 Remote Similarity NPC153775
0.6316 Remote Similarity NPC29247
0.6316 Remote Similarity NPC215271
0.6316 Remote Similarity NPC111524
0.6316 Remote Similarity NPC289539
0.6303 Remote Similarity NPC474563
0.6299 Remote Similarity NPC476956
0.6273 Remote Similarity NPC185638
0.6262 Remote Similarity NPC328264
0.6262 Remote Similarity NPC14151
0.6262 Remote Similarity NPC475951
0.6261 Remote Similarity NPC142352
0.6261 Remote Similarity NPC210214
0.6261 Remote Similarity NPC41070
0.6261 Remote Similarity NPC472485
0.626 Remote Similarity NPC140409
0.626 Remote Similarity NPC476290
0.626 Remote Similarity NPC11491
0.626 Remote Similarity NPC156248
0.625 Remote Similarity NPC194642
0.625 Remote Similarity NPC213832
0.625 Remote Similarity NPC57954
0.6239 Remote Similarity NPC475745
0.6239 Remote Similarity NPC146683
0.6239 Remote Similarity NPC97505
0.6239 Remote Similarity NPC474482
0.6239 Remote Similarity NPC234542
0.6228 Remote Similarity NPC82138
0.6216 Remote Similarity NPC298904
0.6216 Remote Similarity NPC472495
0.6216 Remote Similarity NPC57469
0.6216 Remote Similarity NPC305029
0.6216 Remote Similarity NPC153604
0.6216 Remote Similarity NPC477926
0.6214 Remote Similarity NPC102313
0.6214 Remote Similarity NPC199316
0.621 Remote Similarity NPC170294
0.6207 Remote Similarity NPC13949
0.6207 Remote Similarity NPC135548
0.6207 Remote Similarity NPC264979
0.6207 Remote Similarity NPC132824
0.6207 Remote Similarity NPC140242
0.6195 Remote Similarity NPC169933
0.6195 Remote Similarity NPC100313
0.6186 Remote Similarity NPC127408
0.6186 Remote Similarity NPC473224
0.6186 Remote Similarity NPC291785
0.6182 Remote Similarity NPC197823
0.6174 Remote Similarity NPC280804
0.6172 Remote Similarity NPC470276
0.6168 Remote Similarity NPC164999
0.6161 Remote Similarity NPC471900
0.6161 Remote Similarity NPC146937
0.6161 Remote Similarity NPC474719
0.616 Remote Similarity NPC476269
0.6154 Remote Similarity NPC190080
0.6154 Remote Similarity NPC111187
0.6154 Remote Similarity NPC170978
0.6154 Remote Similarity NPC167380
0.6154 Remote Similarity NPC187933
0.6147 Remote Similarity NPC118800
0.6147 Remote Similarity NPC475726
0.6147 Remote Similarity NPC312480
0.6147 Remote Similarity NPC243347
0.6147 Remote Similarity NPC472743
0.614 Remote Similarity NPC211403
0.614 Remote Similarity NPC250753
0.614 Remote Similarity NPC314500
0.614 Remote Similarity NPC155304
0.614 Remote Similarity NPC198242
0.614 Remote Similarity NPC187722
0.6134 Remote Similarity NPC60947
0.6126 Remote Similarity NPC2783
0.6126 Remote Similarity NPC473226
0.6126 Remote Similarity NPC472738
0.6126 Remote Similarity NPC153699
0.6126 Remote Similarity NPC6979
0.6126 Remote Similarity NPC76164
0.6126 Remote Similarity NPC470955
0.6126 Remote Similarity NPC34190
0.6126 Remote Similarity NPC85698
0.6121 Remote Similarity NPC157686
0.6121 Remote Similarity NPC205173
0.6121 Remote Similarity NPC259042
0.6111 Remote Similarity NPC473420
0.6111 Remote Similarity NPC89018
0.6106 Remote Similarity NPC229871
0.6106 Remote Similarity NPC469319
0.6106 Remote Similarity NPC119416
0.6103 Remote Similarity NPC96425
0.6102 Remote Similarity NPC174663
0.6102 Remote Similarity NPC29765
0.6102 Remote Similarity NPC111214
0.6102 Remote Similarity NPC109059
0.6102 Remote Similarity NPC471038
0.6102 Remote Similarity NPC78427
0.6102 Remote Similarity NPC164349
0.6102 Remote Similarity NPC16911
0.6102 Remote Similarity NPC271614
0.6102 Remote Similarity NPC288
0.6094 Remote Similarity NPC470275
0.6091 Remote Similarity NPC264665
0.6091 Remote Similarity NPC74595
0.6087 Remote Similarity NPC158059
0.6087 Remote Similarity NPC229281
0.6087 Remote Similarity NPC470375
0.6087 Remote Similarity NPC471902
0.6087 Remote Similarity NPC118519
0.6087 Remote Similarity NPC472496
0.6087 Remote Similarity NPC287118
0.6087 Remote Similarity NPC199543
0.6087 Remote Similarity NPC473690
0.6087 Remote Similarity NPC147272
0.6087 Remote Similarity NPC202728
0.6087 Remote Similarity NPC470376
0.6083 Remote Similarity NPC272472
0.6071 Remote Similarity NPC33768
0.6071 Remote Similarity NPC264005
0.6071 Remote Similarity NPC472497
0.6071 Remote Similarity NPC181103
0.6071 Remote Similarity NPC269360
0.6071 Remote Similarity NPC73064
0.6068 Remote Similarity NPC242848
0.6068 Remote Similarity NPC165616
0.6068 Remote Similarity NPC121857
0.6068 Remote Similarity NPC223169
0.6068 Remote Similarity NPC256227
0.6063 Remote Similarity NPC226608
0.6063 Remote Similarity NPC88867
0.6055 Remote Similarity NPC46881
0.6055 Remote Similarity NPC474605
0.6055 Remote Similarity NPC48362
0.6055 Remote Similarity NPC476292
0.6055 Remote Similarity NPC212083
0.6055 Remote Similarity NPC151519
0.6053 Remote Similarity NPC227467
0.6053 Remote Similarity NPC210037
0.6053 Remote Similarity NPC290614
0.6053 Remote Similarity NPC7260
0.6053 Remote Similarity NPC46758
0.6053 Remote Similarity NPC477872

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC168733 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
0.6475 Remote Similarity NPD1719 Phase 1
0.6341 Remote Similarity NPD5215 Approved
0.619 Remote Similarity NPD5167 Approved
0.6129 Remote Similarity NPD5169 Approved
0.6126 Remote Similarity NPD3618 Phase 1
0.6098 Remote Similarity NPD5168 Approved
0.608 Remote Similarity NPD5216 Approved
0.608 Remote Similarity NPD5127 Approved
0.608 Remote Similarity NPD5217 Approved
0.6071 Remote Similarity NPD6333 Approved
0.6071 Remote Similarity NPD6334 Approved
0.6055 Remote Similarity NPD3667 Approved
0.6036 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6 Remote Similarity NPD7100 Approved
0.6 Remote Similarity NPD8035 Phase 2
0.6 Remote Similarity NPD8034 Phase 2
0.5946 Remote Similarity NPD4786 Approved
0.5917 Remote Similarity NPD8418 Phase 2
0.5878 Remote Similarity NPD4522 Approved
0.5873 Remote Similarity NPD6420 Discontinued
0.584 Remote Similarity NPD5128 Approved
0.5826 Remote Similarity NPD5328 Approved
0.5812 Remote Similarity NPD5781 Clinical (unspecified phase)
0.5812 Remote Similarity NPD6399 Phase 3
0.5812 Remote Similarity NPD4202 Approved
0.5802 Remote Similarity NPD6313 Approved
0.5802 Remote Similarity NPD6335 Approved
0.5802 Remote Similarity NPD6314 Approved
0.5798 Remote Similarity NPD4697 Phase 3
0.5769 Remote Similarity NPD6868 Approved
0.5758 Remote Similarity NPD7101 Approved
0.575 Remote Similarity NPD4755 Approved
0.5726 Remote Similarity NPD6079 Approved
0.5726 Remote Similarity NPD7515 Phase 2
0.5702 Remote Similarity NPD4225 Approved
0.5702 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5691 Remote Similarity NPD3653 Clinical (unspecified phase)
0.5667 Remote Similarity NPD5222 Approved
0.5667 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5667 Remote Similarity NPD5221 Approved
0.5664 Remote Similarity NPD3668 Phase 3
0.5664 Remote Similarity NPD3665 Phase 1
0.5664 Remote Similarity NPD3666 Approved
0.5664 Remote Similarity NPD3133 Approved
0.5656 Remote Similarity NPD4696 Approved
0.5656 Remote Similarity NPD4700 Approved
0.5656 Remote Similarity NPD5286 Approved
0.5656 Remote Similarity NPD5285 Approved
0.5652 Remote Similarity NPD6033 Approved
0.562 Remote Similarity NPD7902 Approved
0.562 Remote Similarity NPD5173 Approved
0.561 Remote Similarity NPD5223 Approved

Structure

External Identifiers

PubChem CID   10475085
ChEMBL   CHEMBL465665
ZINC  

Physicochemical Properties

Molecular Weight:  383.19
ALogP:  0.5906
MLogP:  3
XLogP:  3.013
# Rotatable Bonds:  10
Polar Surface Area:  90.12
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  26

Download Data

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