Natural Product: NPC471587

Natural Product ID:  NPC471587
Common Name:   1-[5-[(2E)-3,7-Dimethylocta-2,6-Dienoxy]-7-Hydroxy-2-Methyl-2-(4-Methylpent-3-Enyl)Chromen-8-Yl]Ethanone
IUPAC Name:   1-[5-[(2E)-3,7-dimethylocta-2,6-dienoxy]-7-hydroxy-2-methyl-2-(4-methylpent-3-enyl)chromen-8-yl]ethanone
Synonyms:  
Molecular Formula:   C28H38O4
Standard InCHIKey:  XSSCFVOPJZDLBW-KGENOOAVSA-N
Standard InCHI:  InChI=1S/C28H38O4/c1-19(2)10-8-12-21(5)14-17-31-25-18-24(30)26(22(6)29)27-23(25)13-16-28(7,32-27)15-9-11-20(3)4/h10-11,13-14,16,18,30H,8-9,12,15,17H2,1-7H3/b21-14+
Canonical SMILES:  C/C(=CCOc1cc(O)c(c2c1C=CC(O2)(C)CCC=C(C)C)C(=O)C)/CCC=C(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
NPO20244 Melicope semecarpifolia Species Rutaceae Eukaryota PMID[18163582]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Inhibition = 26.62 % 20008778
NPT2 Others Unspecified Inhibition = 23.24 % 20576327

  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 NPC471587 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
0.9925 High Similarity NPC23257
0.9704 High Similarity NPC470668
0.9704 High Similarity NPC131130
0.9704 High Similarity NPC470669
0.9701 High Similarity NPC174999
0.9632 High Similarity NPC139554
0.9627 High Similarity NPC101752
0.9627 High Similarity NPC60667
0.9571 High Similarity NPC283234
0.9565 High Similarity NPC226636
0.9565 High Similarity NPC11561
0.9562 High Similarity NPC150522
0.9562 High Similarity NPC241100
0.9562 High Similarity NPC159275
0.9556 High Similarity NPC156910
0.9556 High Similarity NPC187826
0.9552 High Similarity NPC125920
0.9504 High Similarity NPC132592
0.9504 High Similarity NPC160821
0.95 High Similarity NPC475052
0.95 High Similarity NPC312973
0.95 High Similarity NPC246948
0.95 High Similarity NPC176229
0.95 High Similarity NPC285630
0.95 High Similarity NPC301276
0.95 High Similarity NPC214774
0.95 High Similarity NPC54577
0.95 High Similarity NPC83357
0.95 High Similarity NPC267375
0.95 High Similarity NPC470647
0.95 High Similarity NPC111786
0.95 High Similarity NPC195621
0.95 High Similarity NPC127059
0.95 High Similarity NPC20488
0.95 High Similarity NPC88964
0.95 High Similarity NPC67805
0.95 High Similarity NPC142405
0.9496 High Similarity NPC185276
0.9496 High Similarity NPC478086
0.9496 High Similarity NPC214166
0.9496 High Similarity NPC316816
0.9493 High Similarity NPC147688
0.9493 High Similarity NPC110969
0.9493 High Similarity NPC205006
0.9493 High Similarity NPC103362
0.9493 High Similarity NPC156590
0.9493 High Similarity NPC118840
0.9493 High Similarity NPC64908
0.9493 High Similarity NPC282300
0.9489 High Similarity NPC216978
0.9489 High Similarity NPC301217
0.9489 High Similarity NPC303633
0.9489 High Similarity NPC53181
0.9489 High Similarity NPC217186
0.9489 High Similarity NPC55018
0.9489 High Similarity NPC18260
0.9489 High Similarity NPC220062
0.9489 High Similarity NPC96565
0.9489 High Similarity NPC473076
0.9489 High Similarity NPC78913
0.9481 High Similarity NPC151113
0.9478 High Similarity NPC93756
0.9478 High Similarity NPC108113
0.9433 High Similarity NPC296998
0.9433 High Similarity NPC237635
0.9433 High Similarity NPC473077
0.9433 High Similarity NPC79469
0.9433 High Similarity NPC23728
0.9433 High Similarity NPC104406
0.9433 High Similarity NPC201731
0.9433 High Similarity NPC110303
0.9433 High Similarity NPC24673
0.9433 High Similarity NPC97716
0.9429 High Similarity NPC234629
0.9429 High Similarity NPC319752
0.9429 High Similarity NPC235217
0.9429 High Similarity NPC473014
0.9429 High Similarity NPC311741
0.9429 High Similarity NPC197252
0.9429 High Similarity NPC236766
0.9429 High Similarity NPC131568
0.9429 High Similarity NPC209040
0.9429 High Similarity NPC131579
0.9424 High Similarity NPC148757
0.9424 High Similarity NPC76372
0.9424 High Similarity NPC32739
0.9424 High Similarity NPC66515
0.9424 High Similarity NPC217083
0.9424 High Similarity NPC107572
0.9424 High Similarity NPC325346
0.9424 High Similarity NPC299080
0.9424 High Similarity NPC324134
0.9424 High Similarity NPC161506
0.9424 High Similarity NPC324436
0.9424 High Similarity NPC194432
0.9424 High Similarity NPC214236
0.9424 High Similarity NPC167624
0.9424 High Similarity NPC37496
0.9424 High Similarity NPC166934
0.9424 High Similarity NPC1089
0.9424 High Similarity NPC220998
0.9424 High Similarity NPC78803
0.9424 High Similarity NPC76338
0.9424 High Similarity NPC227579
0.9424 High Similarity NPC228504
0.9424 High Similarity NPC59739
0.9424 High Similarity NPC78
0.9424 High Similarity NPC166482
0.9424 High Similarity NPC293852
0.9424 High Similarity NPC223500
0.9424 High Similarity NPC328164
0.9424 High Similarity NPC177354
0.9424 High Similarity NPC64915
0.9424 High Similarity NPC10937
0.9424 High Similarity NPC265040
0.9424 High Similarity NPC40833
0.9424 High Similarity NPC125855
0.9424 High Similarity NPC182852
0.9424 High Similarity NPC296917
0.9424 High Similarity NPC62840
0.9424 High Similarity NPC306829
0.942 High Similarity NPC172986
0.942 High Similarity NPC270883
0.942 High Similarity NPC305355
0.942 High Similarity NPC235239
0.942 High Similarity NPC475680
0.942 High Similarity NPC261227
0.942 High Similarity NPC477272
0.9416 High Similarity NPC470672
0.9416 High Similarity NPC474487
0.9416 High Similarity NPC470671
0.9416 High Similarity NPC474504
0.9416 High Similarity NPC201395
0.9416 High Similarity NPC124269
0.9407 High Similarity NPC144027
0.9407 High Similarity NPC236974
0.9403 High Similarity NPC203817
0.9403 High Similarity NPC10971
0.9371 High Similarity NPC188403
0.9366 High Similarity NPC6511
0.9366 High Similarity NPC189087
0.9366 High Similarity NPC321623
0.9366 High Similarity NPC266572
0.9366 High Similarity NPC161191
0.9362 High Similarity NPC124729
0.9362 High Similarity NPC474161
0.9362 High Similarity NPC476088
0.9357 High Similarity NPC169591
0.9357 High Similarity NPC255133
0.9357 High Similarity NPC149026
0.9357 High Similarity NPC257097
0.9357 High Similarity NPC85162
0.9357 High Similarity NPC310130
0.9357 High Similarity NPC150408
0.9357 High Similarity NPC39329
0.9357 High Similarity NPC106985
0.9357 High Similarity NPC68104
0.9357 High Similarity NPC81697
0.9357 High Similarity NPC166138
0.9357 High Similarity NPC91560
0.9357 High Similarity NPC143896
0.9357 High Similarity NPC18585
0.9357 High Similarity NPC278249
0.9357 High Similarity NPC38219
0.9357 High Similarity NPC75049
0.9357 High Similarity NPC221432
0.9357 High Similarity NPC219915
0.9357 High Similarity NPC125894
0.9357 High Similarity NPC107177
0.9357 High Similarity NPC223812
0.9357 High Similarity NPC175504
0.9357 High Similarity NPC77794
0.9357 High Similarity NPC164980
0.9357 High Similarity NPC242100
0.9353 High Similarity NPC96408
0.9353 High Similarity NPC248372
0.9353 High Similarity NPC4743
0.9353 High Similarity NPC213322
0.9353 High Similarity NPC156190
0.9353 High Similarity NPC258630
0.9353 High Similarity NPC17170
0.9353 High Similarity NPC279650
0.9353 High Similarity NPC110038
0.9353 High Similarity NPC312391
0.9353 High Similarity NPC166689
0.9353 High Similarity NPC324386
0.9353 High Similarity NPC3188
0.9348 High Similarity NPC471697
0.9343 High Similarity NPC188879
0.9343 High Similarity NPC317119
0.9338 High Similarity NPC46869
0.9338 High Similarity NPC13575
0.9333 High Similarity NPC223457
0.9328 High Similarity NPC473584
0.9328 High Similarity NPC475589
0.9328 High Similarity NPC31872
0.9301 High Similarity NPC5173
0.9301 High Similarity NPC472628
0.9296 High Similarity NPC91902
0.9296 High Similarity NPC472627

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471587 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
0.9291 High Similarity NPD4378 Clinical (unspecified phase)
0.9155 High Similarity NPD7410 Clinical (unspecified phase)
0.9065 High Similarity NPD1550 Clinical (unspecified phase)
0.9065 High Similarity NPD1552 Clinical (unspecified phase)
0.9 High Similarity NPD1549 Phase 2
0.8921 High Similarity NPD1510 Phase 2
0.8905 High Similarity NPD1240 Approved
0.8859 High Similarity NPD8443 Clinical (unspecified phase)
0.8857 High Similarity NPD2796 Approved
0.8792 High Similarity NPD2393 Clinical (unspecified phase)
0.8784 High Similarity NPD7411 Suspended
0.8777 High Similarity NPD1607 Approved
0.8742 High Similarity NPD7075 Discontinued
0.8716 High Similarity NPD4380 Phase 2
0.8667 High Similarity NPD7096 Clinical (unspecified phase)
0.8667 High Similarity NPD7819 Suspended
0.8643 High Similarity NPD6651 Approved
0.86 High Similarity NPD6801 Discontinued
0.8562 High Similarity NPD6799 Approved
0.8542 High Similarity NPD2800 Approved
0.8489 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.8477 Intermediate Similarity NPD1934 Approved
0.8472 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8435 Intermediate Similarity NPD1511 Approved
0.8431 Intermediate Similarity NPD7768 Phase 2
0.8421 Intermediate Similarity NPD2801 Approved
0.8414 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.8377 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8365 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8344 Intermediate Similarity NPD6599 Discontinued
0.8322 Intermediate Similarity NPD1512 Approved
0.8312 Intermediate Similarity NPD3882 Suspended
0.8291 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8288 Intermediate Similarity NPD1243 Approved
0.8267 Intermediate Similarity NPD920 Approved
0.8255 Intermediate Similarity NPD2533 Approved
0.8255 Intermediate Similarity NPD2534 Approved
0.8255 Intermediate Similarity NPD2532 Approved
0.8243 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.8231 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.8231 Intermediate Similarity NPD3750 Approved
0.8217 Intermediate Similarity NPD6959 Discontinued
0.8207 Intermediate Similarity NPD1551 Phase 2
0.8137 Intermediate Similarity NPD7286 Phase 2
0.8133 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.8129 Intermediate Similarity NPD3817 Phase 2
0.8082 Intermediate Similarity NPD2935 Discontinued
0.8063 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8063 Intermediate Similarity NPD6166 Phase 2
0.8063 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8049 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.8037 Intermediate Similarity NPD5953 Discontinued
0.8026 Intermediate Similarity NPD5403 Approved
0.8025 Intermediate Similarity NPD3749 Approved
0.8025 Intermediate Similarity NPD7054 Approved
0.8014 Intermediate Similarity NPD2799 Discontinued
0.7975 Intermediate Similarity NPD7472 Approved
0.7975 Intermediate Similarity NPD7074 Phase 3
0.7971 Intermediate Similarity NPD422 Phase 1
0.7963 Intermediate Similarity NPD3818 Discontinued
0.7959 Intermediate Similarity NPD6099 Approved
0.7959 Intermediate Similarity NPD6100 Approved
0.7958 Intermediate Similarity NPD6832 Phase 2
0.7931 Intermediate Similarity NPD5124 Phase 1
0.7931 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7925 Intermediate Similarity NPD5494 Approved
0.7914 Intermediate Similarity NPD9717 Approved
0.7905 Intermediate Similarity NPD2344 Approved
0.7901 Intermediate Similarity NPD7473 Discontinued
0.7895 Intermediate Similarity NPD5401 Approved
0.7891 Intermediate Similarity NPD3748 Approved
0.7891 Intermediate Similarity NPD7033 Discontinued
0.7879 Intermediate Similarity NPD7251 Discontinued
0.7872 Intermediate Similarity NPD1203 Approved
0.7867 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7862 Intermediate Similarity NPD919 Approved
0.7847 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7847 Intermediate Similarity NPD2313 Discontinued
0.7831 Intermediate Similarity NPD7808 Phase 3
0.7826 Intermediate Similarity NPD6232 Discontinued
0.7818 Intermediate Similarity NPD6797 Phase 2
0.781 Intermediate Similarity NPD1548 Phase 1
0.78 Intermediate Similarity NPD2654 Approved
0.7771 Intermediate Similarity NPD6559 Discontinued
0.7764 Intermediate Similarity NPD1247 Approved
0.7748 Intermediate Similarity NPD4628 Phase 3
0.7736 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7724 Intermediate Similarity NPD3268 Approved
0.7714 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7708 Intermediate Similarity NPD4908 Phase 1
0.7697 Intermediate Similarity NPD2309 Approved
0.7681 Intermediate Similarity NPD9545 Approved
0.7673 Intermediate Similarity NPD5402 Approved
0.7651 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7651 Intermediate Similarity NPD1729 Discontinued
0.7622 Intermediate Similarity NPD2797 Approved
0.7619 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD943 Approved
0.7607 Intermediate Similarity NPD5710 Approved
0.7607 Intermediate Similarity NPD5711 Approved
0.7603 Intermediate Similarity NPD1296 Phase 2
0.76 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7595 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.759 Intermediate Similarity NPD5844 Phase 1
0.7589 Intermediate Similarity NPD1610 Phase 2
0.7586 Intermediate Similarity NPD4360 Phase 2
0.7586 Intermediate Similarity NPD4363 Phase 3
0.758 Intermediate Similarity NPD3226 Approved
0.7574 Intermediate Similarity NPD1241 Discontinued
0.7569 Intermediate Similarity NPD2798 Approved
0.756 Intermediate Similarity NPD6104 Discontinued
0.7543 Intermediate Similarity NPD4361 Phase 2
0.7543 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7536 Intermediate Similarity NPD9493 Approved
0.7533 Intermediate Similarity NPD4308 Phase 3
0.7484 Intermediate Similarity NPD7390 Discontinued
0.7483 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7455 Intermediate Similarity NPD3926 Phase 2
0.745 Intermediate Similarity NPD230 Phase 1
0.7448 Intermediate Similarity NPD1019 Discontinued
0.7434 Intermediate Similarity NPD2346 Discontinued
0.7431 Intermediate Similarity NPD3225 Approved
0.7415 Intermediate Similarity NPD4625 Phase 3
0.7413 Intermediate Similarity NPD3972 Approved
0.7386 Intermediate Similarity NPD2424 Discontinued
0.7379 Intermediate Similarity NPD3267 Approved
0.7379 Intermediate Similarity NPD3266 Approved
0.7365 Intermediate Similarity NPD411 Approved
0.7361 Intermediate Similarity NPD4749 Approved
0.7358 Intermediate Similarity NPD7458 Discontinued
0.7333 Intermediate Similarity NPD447 Suspended
0.7333 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7322 Intermediate Similarity NPD7584 Approved
0.7305 Intermediate Similarity NPD2403 Approved
0.7294 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD1608 Approved
0.7289 Intermediate Similarity NPD7229 Phase 3
0.7278 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD5889 Approved
0.7267 Intermediate Similarity NPD3142 Approved
0.7267 Intermediate Similarity NPD3140 Approved
0.7267 Intermediate Similarity NPD4307 Phase 2
0.7267 Intermediate Similarity NPD5890 Approved
0.7254 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD6798 Discontinued
0.7239 Intermediate Similarity NPD4288 Approved
0.7233 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.723 Intermediate Similarity NPD1008 Clinical (unspecified phase)
0.7226 Intermediate Similarity NPD1652 Phase 2
0.7219 Intermediate Similarity NPD6355 Discontinued
0.7219 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD1933 Approved
0.7215 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7208 Intermediate Similarity NPD6005 Phase 3
0.7208 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7208 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7208 Intermediate Similarity NPD6004 Phase 3
0.7208 Intermediate Similarity NPD6002 Phase 3
0.7208 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7205 Intermediate Similarity NPD6585 Discontinued
0.7202 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.719 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7178 Intermediate Similarity NPD5761 Phase 2
0.7178 Intermediate Similarity NPD1465 Phase 2
0.7178 Intermediate Similarity NPD5760 Phase 2
0.717 Intermediate Similarity NPD5049 Phase 3
0.7152 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD1613 Approved
0.7143 Intermediate Similarity NPD1164 Approved
0.7143 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD4476 Approved
0.7143 Intermediate Similarity NPD4477 Approved
0.7134 Intermediate Similarity NPD2296 Approved
0.7134 Intermediate Similarity NPD2354 Approved
0.7134 Intermediate Similarity NPD3887 Approved
0.7133 Intermediate Similarity NPD3764 Approved
0.7117 Intermediate Similarity NPD6844 Discontinued
0.7117 Intermediate Similarity NPD7577 Discontinued
0.7114 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD7447 Phase 1
0.7107 Intermediate Similarity NPD4661 Approved
0.7107 Intermediate Similarity NPD4662 Approved
0.7103 Intermediate Similarity NPD1201 Approved
0.7097 Intermediate Similarity NPD1471 Phase 3
0.7095 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7092 Intermediate Similarity NPD6671 Approved
0.7083 Intermediate Similarity NPD17 Approved
0.7083 Intermediate Similarity NPD1778 Approved
0.7075 Intermediate Similarity NPD8651 Approved
0.707 Intermediate Similarity NPD7003 Approved
0.7069 Intermediate Similarity NPD8312 Approved
0.7069 Intermediate Similarity NPD8313 Approved
0.7067 Intermediate Similarity NPD3027 Phase 3
0.7063 Intermediate Similarity NPD1894 Discontinued
0.7062 Intermediate Similarity NPD4287 Approved
0.7055 Intermediate Similarity NPD1481 Phase 2
0.7047 Intermediate Similarity NPD9494 Approved
0.7047 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7045 Intermediate Similarity NPD8434 Phase 2

Structure

External Identifiers

PubChem CID   24770582
ChEMBL   CHEMBL267701
ZINC  

Physicochemical Properties

Molecular Weight:  438.28
ALogP:  4.4674
MLogP:  4.1
XLogP:  6.496
# Rotatable Bonds:  18
Polar Surface Area:  55.76
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  32

Download Data

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