Natural Product: NPC297600

Natural Product ID:  NPC297600
Common Name:   1-[2,6-dihydroxy-4-methoxy-3-[(1R,6R)-3-methyl-6-propan-2-ylcyclohex-2-en-1-yl]phenyl]-3-phenylpropan-1-one
IUPAC Name:   1-[2,6-dihydroxy-4-methoxy-3-[(1R,6R)-3-methyl-6-propan-2-ylcyclohex-2-en-1-yl]phenyl]-3-phenylpropan-1-one
Synonyms:   (-)-Methyllinderatin
Molecular Formula:   C26H32O4
Standard InCHIKey:  OJZQYJGQIQVZMQ-UXHICEINSA-N
Standard InCHI:  InChI=1S/C26H32O4/c1-16(2)19-12-10-17(3)14-20(19)24-23(30-4)15-22(28)25(26(24)29)21(27)13-11-18-8-6-5-7-9-18/h5-9,14-16,19-20,28-29H,10-13H2,1-4H3/t19-,20+/m1/s1
Canonical SMILES:  COc1cc(O)c(c(c1[C@H]1C=C(C)CC[C@@H]1C(C)C)O)C(=O)CCc1ccccc1
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
NPO14386 Piper hostmannianum Species Piperaceae Eukaryota PMID[19299148]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 5640 nM 19299148

  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 NPC297600 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
0.9853 High Similarity NPC265178
0.9781 High Similarity NPC40118
0.9781 High Similarity NPC126534
0.9781 High Similarity NPC232021
0.9493 High Similarity NPC477956
0.9489 High Similarity NPC153979
0.9485 High Similarity NPC13575
0.9437 High Similarity NPC475348
0.9437 High Similarity NPC261271
0.9433 High Similarity NPC271288
0.9424 High Similarity NPC259166
0.9424 High Similarity NPC11056
0.9424 High Similarity NPC219917
0.9424 High Similarity NPC204985
0.9424 High Similarity NPC172250
0.9424 High Similarity NPC144118
0.9424 High Similarity NPC80962
0.9424 High Similarity NPC326109
0.9424 High Similarity NPC215311
0.9424 High Similarity NPC48624
0.9424 High Similarity NPC213659
0.942 High Similarity NPC251681
0.942 High Similarity NPC21350
0.942 High Similarity NPC243528
0.9416 High Similarity NPC186838
0.9416 High Similarity NPC477242
0.9416 High Similarity NPC24394
0.9416 High Similarity NPC1486
0.9416 High Similarity NPC66349
0.9416 High Similarity NPC168105
0.9416 High Similarity NPC41461
0.9416 High Similarity NPC25287
0.9416 High Similarity NPC477244
0.9416 High Similarity NPC274109
0.9416 High Similarity NPC213603
0.9416 High Similarity NPC150399
0.9416 High Similarity NPC249606
0.9416 High Similarity NPC477243
0.9416 High Similarity NPC98115
0.9416 High Similarity NPC12165
0.9412 High Similarity NPC103842
0.9371 High Similarity NPC152233
0.9371 High Similarity NPC145467
0.9366 High Similarity NPC25844
0.9366 High Similarity NPC477955
0.9357 High Similarity NPC469404
0.9357 High Similarity NPC55832
0.9357 High Similarity NPC26051
0.9357 High Similarity NPC268204
0.9357 High Similarity NPC52789
0.9357 High Similarity NPC282300
0.9353 High Similarity NPC283429
0.9353 High Similarity NPC295384
0.9353 High Similarity NPC472366
0.9348 High Similarity NPC322301
0.9348 High Similarity NPC255801
0.9348 High Similarity NPC317119
0.9348 High Similarity NPC472419
0.9343 High Similarity NPC131039
0.9343 High Similarity NPC156092
0.9338 High Similarity NPC18877
0.9338 High Similarity NPC159623
0.9338 High Similarity NPC144051
0.9338 High Similarity NPC28753
0.9338 High Similarity NPC294593
0.9338 High Similarity NPC20560
0.9338 High Similarity NPC82225
0.9338 High Similarity NPC204960
0.9306 High Similarity NPC329933
0.9301 High Similarity NPC308200
0.9296 High Similarity NPC235217
0.9296 High Similarity NPC476055
0.9296 High Similarity NPC473014
0.9296 High Similarity NPC328623
0.9286 High Similarity NPC159275
0.9286 High Similarity NPC241100
0.9286 High Similarity NPC253822
0.9286 High Similarity NPC101366
0.9281 High Similarity NPC472368
0.927 High Similarity NPC286336
0.9236 High Similarity NPC39195
0.9231 High Similarity NPC285630
0.9231 High Similarity NPC127059
0.9225 High Similarity NPC166138
0.9225 High Similarity NPC107177
0.9225 High Similarity NPC117836
0.9225 High Similarity NPC185276
0.9225 High Similarity NPC77794
0.9225 High Similarity NPC223812
0.9225 High Similarity NPC18585
0.9225 High Similarity NPC81697
0.9225 High Similarity NPC51887
0.9225 High Similarity NPC278249
0.9225 High Similarity NPC125894
0.9225 High Similarity NPC85162
0.9225 High Similarity NPC106985
0.9225 High Similarity NPC11700
0.9225 High Similarity NPC475705
0.9225 High Similarity NPC476178
0.922 High Similarity NPC26238
0.922 High Similarity NPC321980
0.922 High Similarity NPC470089
0.922 High Similarity NPC470087
0.922 High Similarity NPC110969
0.9214 High Similarity NPC217186
0.9214 High Similarity NPC470211
0.9214 High Similarity NPC216978
0.9214 High Similarity NPC109232
0.9214 High Similarity NPC78913
0.9214 High Similarity NPC55018
0.9214 High Similarity NPC18260
0.9214 High Similarity NPC53181
0.9214 High Similarity NPC220062
0.9214 High Similarity NPC96565
0.9214 High Similarity NPC301217
0.9214 High Similarity NPC303633
0.9209 High Similarity NPC181124
0.9209 High Similarity NPC116632
0.9209 High Similarity NPC209560
0.9209 High Similarity NPC294409
0.9209 High Similarity NPC23870
0.9209 High Similarity NPC303644
0.9209 High Similarity NPC7013
0.9209 High Similarity NPC162680
0.9197 High Similarity NPC27643
0.9197 High Similarity NPC472365
0.9197 High Similarity NPC263670
0.9197 High Similarity NPC188646
0.9197 High Similarity NPC56031
0.9197 High Similarity NPC242294
0.9197 High Similarity NPC192304
0.9197 High Similarity NPC312318
0.9197 High Similarity NPC139813
0.9197 High Similarity NPC16197
0.9197 High Similarity NPC175098
0.9197 High Similarity NPC337373
0.9191 High Similarity NPC475008
0.9191 High Similarity NPC27490
0.9191 High Similarity NPC186097
0.9191 High Similarity NPC475009
0.9178 High Similarity NPC476553
0.9178 High Similarity NPC476552
0.9178 High Similarity NPC178484
0.9178 High Similarity NPC476551
0.9172 High Similarity NPC473016
0.9172 High Similarity NPC471114
0.9167 High Similarity NPC34802
0.9167 High Similarity NPC10990
0.9167 High Similarity NPC300988
0.9167 High Similarity NPC125801
0.9161 High Similarity NPC471523
0.9161 High Similarity NPC197252
0.9161 High Similarity NPC236766
0.9161 High Similarity NPC473015
0.9161 High Similarity NPC326500
0.9161 High Similarity NPC471473
0.9161 High Similarity NPC234629
0.9161 High Similarity NPC471524
0.9161 High Similarity NPC131568
0.9161 High Similarity NPC273538
0.9161 High Similarity NPC473013
0.9161 High Similarity NPC311144
0.9161 High Similarity NPC311741
0.9161 High Similarity NPC131579
0.9161 High Similarity NPC216538
0.9161 High Similarity NPC194949
0.9161 High Similarity NPC282957
0.9155 High Similarity NPC167624
0.9155 High Similarity NPC107572
0.9155 High Similarity NPC202981
0.9155 High Similarity NPC37496
0.9155 High Similarity NPC78
0.9155 High Similarity NPC306829
0.9155 High Similarity NPC11561
0.9155 High Similarity NPC40833
0.9155 High Similarity NPC76338
0.9155 High Similarity NPC166934
0.9155 High Similarity NPC148757
0.9155 High Similarity NPC76372
0.9155 High Similarity NPC125855
0.9155 High Similarity NPC226636
0.9155 High Similarity NPC84266
0.9155 High Similarity NPC194432
0.9155 High Similarity NPC1089
0.9155 High Similarity NPC144499
0.9155 High Similarity NPC220998
0.9155 High Similarity NPC177354
0.9155 High Similarity NPC328164
0.9155 High Similarity NPC32739
0.9155 High Similarity NPC227579
0.9155 High Similarity NPC228504
0.9155 High Similarity NPC10937
0.9155 High Similarity NPC265040
0.9155 High Similarity NPC324436
0.9155 High Similarity NPC161506
0.9155 High Similarity NPC223500
0.9155 High Similarity NPC296917
0.9155 High Similarity NPC64915
0.9155 High Similarity NPC182852
0.9155 High Similarity NPC66515

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC297600 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
0.9161 High Similarity NPD4378 Clinical (unspecified phase)
0.9065 High Similarity NPD1510 Phase 2
0.9058 High Similarity NPD1607 Approved
0.9051 High Similarity NPD1240 Approved
0.8993 High Similarity NPD8443 Clinical (unspecified phase)
0.8803 High Similarity NPD1550 Clinical (unspecified phase)
0.8803 High Similarity NPD1552 Clinical (unspecified phase)
0.8786 High Similarity NPD6651 Approved
0.8767 High Similarity NPD7410 Clinical (unspecified phase)
0.8741 High Similarity NPD1549 Phase 2
0.8725 High Similarity NPD4380 Phase 2
0.8675 High Similarity NPD7819 Suspended
0.8675 High Similarity NPD2393 Clinical (unspecified phase)
0.8627 High Similarity NPD7075 Discontinued
0.8601 High Similarity NPD2796 Approved
0.8599 High Similarity NPD7473 Discontinued
0.8553 High Similarity NPD7096 Clinical (unspecified phase)
0.8543 High Similarity NPD7411 Suspended
0.8483 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8442 Intermediate Similarity NPD7768 Phase 2
0.8425 Intermediate Similarity NPD2800 Approved
0.8408 Intermediate Similarity NPD6232 Discontinued
0.8367 Intermediate Similarity NPD3750 Approved
0.8366 Intermediate Similarity NPD1934 Approved
0.8345 Intermediate Similarity NPD2935 Discontinued
0.8344 Intermediate Similarity NPD6959 Discontinued
0.8322 Intermediate Similarity NPD1511 Approved
0.8312 Intermediate Similarity NPD2801 Approved
0.8302 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8276 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.8267 Intermediate Similarity NPD2534 Approved
0.8267 Intermediate Similarity NPD2532 Approved
0.8267 Intermediate Similarity NPD2533 Approved
0.8247 Intermediate Similarity NPD6801 Discontinued
0.8235 Intermediate Similarity NPD6599 Discontinued
0.8212 Intermediate Similarity NPD1512 Approved
0.82 Intermediate Similarity NPD6799 Approved
0.8176 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.8153 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8151 Intermediate Similarity NPD2799 Discontinued
0.8148 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8112 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.8095 Intermediate Similarity NPD6100 Approved
0.8095 Intermediate Similarity NPD6099 Approved
0.8095 Intermediate Similarity NPD1551 Phase 2
0.8089 Intermediate Similarity NPD3882 Suspended
0.8085 Intermediate Similarity NPD2798 Approved
0.8079 Intermediate Similarity NPD7390 Discontinued
0.8061 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.805 Intermediate Similarity NPD5494 Approved
0.8038 Intermediate Similarity NPD3749 Approved
0.8027 Intermediate Similarity NPD3748 Approved
0.8 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7986 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7963 Intermediate Similarity NPD6166 Phase 2
0.7963 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7963 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7935 Intermediate Similarity NPD7458 Discontinued
0.7933 Intermediate Similarity NPD1243 Approved
0.7919 Intermediate Similarity NPD2344 Approved
0.7911 Intermediate Similarity NPD3817 Phase 2
0.7879 Intermediate Similarity NPD7074 Phase 3
0.7877 Intermediate Similarity NPD943 Approved
0.7847 Intermediate Similarity NPD4908 Phase 1
0.7831 Intermediate Similarity NPD5953 Discontinued
0.7821 Intermediate Similarity NPD3226 Approved
0.7818 Intermediate Similarity NPD7286 Phase 2
0.7818 Intermediate Similarity NPD7054 Approved
0.7806 Intermediate Similarity NPD920 Approved
0.7801 Intermediate Similarity NPD3972 Approved
0.7784 Intermediate Similarity NPD6559 Discontinued
0.7778 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7771 Intermediate Similarity NPD7472 Approved
0.7763 Intermediate Similarity NPD4628 Phase 3
0.7763 Intermediate Similarity NPD7003 Approved
0.7758 Intermediate Similarity NPD3818 Discontinued
0.774 Intermediate Similarity NPD2313 Discontinued
0.774 Intermediate Similarity NPD3268 Approved
0.773 Intermediate Similarity NPD1610 Phase 2
0.773 Intermediate Similarity NPD1201 Approved
0.7712 Intermediate Similarity NPD2309 Approved
0.7711 Intermediate Similarity NPD5844 Phase 1
0.7697 Intermediate Similarity NPD2654 Approved
0.7692 Intermediate Similarity NPD5403 Approved
0.7682 Intermediate Similarity NPD2346 Discontinued
0.7679 Intermediate Similarity NPD7251 Discontinued
0.7677 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.764 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7639 Intermediate Similarity NPD2797 Approved
0.7639 Intermediate Similarity NPD1470 Approved
0.7639 Intermediate Similarity NPD1203 Approved
0.7633 Intermediate Similarity NPD7808 Phase 3
0.7622 Intermediate Similarity NPD5710 Approved
0.7622 Intermediate Similarity NPD5711 Approved
0.7619 Intermediate Similarity NPD6797 Phase 2
0.7616 Intermediate Similarity NPD5406 Approved
0.7616 Intermediate Similarity NPD5404 Approved
0.7616 Intermediate Similarity NPD5408 Approved
0.7616 Intermediate Similarity NPD5405 Approved
0.7603 Intermediate Similarity NPD6832 Phase 2
0.76 Intermediate Similarity NPD4360 Phase 2
0.76 Intermediate Similarity NPD4363 Phase 3
0.758 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7564 Intermediate Similarity NPD5401 Approved
0.7557 Intermediate Similarity NPD4361 Phase 2
0.7557 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7551 Intermediate Similarity NPD4625 Phase 3
0.7517 Intermediate Similarity NPD1164 Approved
0.75 Intermediate Similarity NPD4749 Approved
0.75 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7486 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7483 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.747 Intermediate Similarity NPD3926 Phase 2
0.7469 Intermediate Similarity NPD5402 Approved
0.7466 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7452 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7448 Intermediate Similarity NPD1283 Approved
0.7448 Intermediate Similarity NPD1876 Approved
0.7447 Intermediate Similarity NPD1548 Phase 1
0.7439 Intermediate Similarity NPD919 Approved
0.7434 Intermediate Similarity NPD7033 Discontinued
0.7434 Intermediate Similarity NPD4308 Phase 3
0.7431 Intermediate Similarity NPD1608 Approved
0.7431 Intermediate Similarity NPD9717 Approved
0.7429 Intermediate Similarity NPD9493 Approved
0.7427 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.741 Intermediate Similarity NPD7229 Phase 3
0.7397 Intermediate Similarity NPD3266 Approved
0.7397 Intermediate Similarity NPD3267 Approved
0.7394 Intermediate Similarity NPD1651 Approved
0.7383 Intermediate Similarity NPD3764 Approved
0.7375 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7371 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7362 Intermediate Similarity NPD4288 Approved
0.7361 Intermediate Similarity NPD422 Phase 1
0.7351 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7351 Intermediate Similarity NPD5124 Phase 1
0.7349 Intermediate Similarity NPD1247 Approved
0.7346 Intermediate Similarity NPD37 Approved
0.7324 Intermediate Similarity NPD9545 Approved
0.732 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7318 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7301 Intermediate Similarity NPD1465 Phase 2
0.7293 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7283 Intermediate Similarity NPD8312 Approved
0.7283 Intermediate Similarity NPD8313 Approved
0.7278 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.726 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7257 Intermediate Similarity NPD8150 Discontinued
0.7257 Intermediate Similarity NPD8434 Phase 2
0.7251 Intermediate Similarity NPD1729 Discontinued
0.7241 Intermediate Similarity NPD1281 Approved
0.7237 Intermediate Similarity NPD6355 Discontinued
0.7237 Intermediate Similarity NPD230 Phase 1
0.7235 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7233 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7229 Intermediate Similarity NPD6234 Discontinued
0.7226 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7226 Intermediate Similarity NPD1471 Phase 3
0.7222 Intermediate Similarity NPD17 Approved
0.7222 Intermediate Similarity NPD4626 Approved
0.7219 Intermediate Similarity NPD2403 Approved
0.7212 Intermediate Similarity NPD4965 Approved
0.7212 Intermediate Similarity NPD4966 Approved
0.7212 Intermediate Similarity NPD4967 Phase 2
0.7211 Intermediate Similarity NPD3225 Approved
0.7209 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD3027 Phase 3
0.7195 Intermediate Similarity NPD5760 Phase 2
0.7195 Intermediate Similarity NPD5761 Phase 2
0.7171 Intermediate Similarity NPD4307 Phase 2
0.7152 Intermediate Similarity NPD411 Approved
0.7152 Intermediate Similarity NPD2296 Approved
0.7143 Intermediate Similarity NPD7199 Phase 2
0.7133 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7124 Intermediate Similarity NPD1933 Approved
0.7124 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD3300 Phase 2
0.7104 Intermediate Similarity NPD6776 Approved
0.7104 Intermediate Similarity NPD6782 Approved
0.7104 Intermediate Similarity NPD6780 Approved
0.7104 Intermediate Similarity NPD6781 Approved
0.7104 Intermediate Similarity NPD6777 Approved
0.7104 Intermediate Similarity NPD6779 Approved
0.7104 Intermediate Similarity NPD6778 Approved
0.7103 Intermediate Similarity NPD2932 Approved
0.7102 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7093 Intermediate Similarity NPD6020 Phase 2
0.7092 Intermediate Similarity NPD1241 Discontinued
0.7081 Intermediate Similarity NPD7697 Approved
0.7081 Intermediate Similarity NPD6273 Approved
0.7081 Intermediate Similarity NPD7435 Discontinued
0.7081 Intermediate Similarity NPD7696 Phase 3
0.7081 Intermediate Similarity NPD7698 Approved
0.7079 Intermediate Similarity NPD4287 Approved
0.7074 Intermediate Similarity NPD8151 Discontinued
0.7069 Intermediate Similarity NPD6104 Discontinued

Structure

External Identifiers

PubChem CID   42607684
ChEMBL   CHEMBL1169695
ZINC  

Physicochemical Properties

Molecular Weight:  408.23
ALogP:  0.2291
MLogP:  3.88
XLogP:  8.198
# Rotatable Bonds:  13
Polar Surface Area:  66.76
# H-Bond Aceptor:  1
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  30

Download Data

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