Natural Product: NPC473988

Natural Product ID:  NPC473988
Common Name:   2-[(3E)-4,8-Dimethylnona-3,7-Dienyl]-2-Methyl-4-Oxo-3H-Chromene-6-Carboxylic Acid
IUPAC Name:   2-[(3E)-4,8-dimethylnona-3,7-dienyl]-2-methyl-4-oxo-3H-chromene-6-carboxylic acid
Synonyms:  
Molecular Formula:   C22H28O4
Standard InCHIKey:  WGCDLRCGHUQPCD-CXUHLZMHSA-N
Standard InCHI:  InChI=1S/C22H28O4/c1-15(2)7-5-8-16(3)9-6-12-22(4)14-19(23)18-13-17(21(24)25)10-11-20(18)26-22/h7,9-11,13H,5-6,8,12,14H2,1-4H3,(H,24,25)/b16-9+
Canonical SMILES:  C/C(=CCCC1(C)CC(=O)c2c(O1)ccc(c2)C(=O)O)/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
NPO22658 Piper obliquum Species Piperaceae Eukaryota PMID[18276144]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT19 Organism Escherichia coli Escherichia coli MIC = 100 ug/ml PubChem BioAssay data set
NPT17 Organism Staphylococcus epidermidis Staphylococcus epidermidis MIC = 50 ug/ml 10.6019/CHEMBL1201861

  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 NPC473988 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
0.9318 High Similarity NPC109778
0.9242 High Similarity NPC473019
0.9173 High Similarity NPC327457
0.9173 High Similarity NPC86774
0.9023 High Similarity NPC2401
0.9015 High Similarity NPC237868
0.9007 High Similarity NPC144499
0.9 High Similarity NPC184053
0.9 High Similarity NPC16455
0.9 High Similarity NPC307990
0.8993 High Similarity NPC474487
0.8993 High Similarity NPC474504
0.8993 High Similarity NPC470672
0.8993 High Similarity NPC470671
0.8947 High Similarity NPC121104
0.8944 High Similarity NPC18585
0.8944 High Similarity NPC166138
0.8944 High Similarity NPC106985
0.8889 High Similarity NPC140120
0.8881 High Similarity NPC469953
0.8872 High Similarity NPC473751
0.8865 High Similarity NPC69769
0.8865 High Similarity NPC477272
0.8857 High Similarity NPC470668
0.8857 High Similarity NPC131130
0.8857 High Similarity NPC470669
0.8836 High Similarity NPC180351
0.8832 High Similarity NPC287533
0.8819 High Similarity NPC154217
0.8819 High Similarity NPC477955
0.8811 High Similarity NPC38219
0.8811 High Similarity NPC219915
0.8806 High Similarity NPC37512
0.8803 High Similarity NPC118840
0.8803 High Similarity NPC156590
0.8803 High Similarity NPC147688
0.8803 High Similarity NPC103362
0.8803 High Similarity NPC64908
0.8803 High Similarity NPC205006
0.8794 High Similarity NPC23257
0.8786 High Similarity NPC253616
0.8786 High Similarity NPC332594
0.8777 High Similarity NPC151113
0.8759 High Similarity NPC180477
0.875 High Similarity NPC206212
0.875 High Similarity NPC311741
0.875 High Similarity NPC234629
0.875 High Similarity NPC1886
0.875 High Similarity NPC209040
0.875 High Similarity NPC196137
0.875 High Similarity NPC71184
0.8741 High Similarity NPC36181
0.8741 High Similarity NPC11561
0.8741 High Similarity NPC147145
0.8741 High Similarity NPC226636
0.8732 High Similarity NPC475680
0.8732 High Similarity NPC270883
0.8732 High Similarity NPC221173
0.8732 High Similarity NPC305355
0.8732 High Similarity NPC235239
0.8732 High Similarity NPC150522
0.8732 High Similarity NPC471587
0.8732 High Similarity NPC261227
0.8732 High Similarity NPC172986
0.8723 High Similarity NPC183639
0.8723 High Similarity NPC36414
0.8723 High Similarity NPC21350
0.8723 High Similarity NPC199458
0.8716 High Similarity NPC256141
0.8714 High Similarity NPC470982
0.8714 High Similarity NPC268081
0.8714 High Similarity NPC470983
0.8714 High Similarity NPC174999
0.8707 High Similarity NPC158866
0.8699 High Similarity NPC37139
0.8699 High Similarity NPC161864
0.8699 High Similarity NPC208303
0.869 High Similarity NPC181388
0.869 High Similarity NPC57470
0.869 High Similarity NPC470322
0.8681 High Similarity NPC470296
0.8681 High Similarity NPC68104
0.8681 High Similarity NPC257097
0.8681 High Similarity NPC310130
0.8681 High Similarity NPC94794
0.8681 High Similarity NPC478086
0.8681 High Similarity NPC169591
0.8681 High Similarity NPC75049
0.8681 High Similarity NPC112791
0.8681 High Similarity NPC150408
0.8681 High Similarity NPC175504
0.8681 High Similarity NPC39329
0.8681 High Similarity NPC188632
0.8681 High Similarity NPC221432
0.8681 High Similarity NPC143896
0.8681 High Similarity NPC316816
0.8681 High Similarity NPC91560
0.8681 High Similarity NPC87609
0.8681 High Similarity NPC164980
0.8681 High Similarity NPC149026
0.8681 High Similarity NPC214166
0.8681 High Similarity NPC196459
0.8671 High Similarity NPC110969
0.8671 High Similarity NPC3188
0.8671 High Similarity NPC470555
0.8667 High Similarity NPC293387
0.8662 High Similarity NPC241975
0.8662 High Similarity NPC96565
0.8662 High Similarity NPC55018
0.8662 High Similarity NPC216978
0.8662 High Similarity NPC303633
0.8662 High Similarity NPC19476
0.8662 High Similarity NPC472515
0.8662 High Similarity NPC472343
0.8662 High Similarity NPC220062
0.8662 High Similarity NPC301217
0.8657 High Similarity NPC165556
0.8652 High Similarity NPC131782
0.8652 High Similarity NPC138047
0.8652 High Similarity NPC474624
0.8652 High Similarity NPC317119
0.8643 High Similarity NPC101752
0.8639 High Similarity NPC104236
0.8639 High Similarity NPC164205
0.8639 High Similarity NPC469932
0.8633 High Similarity NPC108113
0.8633 High Similarity NPC93756
0.863 High Similarity NPC297886
0.863 High Similarity NPC24673
0.863 High Similarity NPC23728
0.863 High Similarity NPC201731
0.863 High Similarity NPC110303
0.863 High Similarity NPC296998
0.863 High Similarity NPC79469
0.863 High Similarity NPC104406
0.863 High Similarity NPC97716
0.863 High Similarity NPC249942
0.863 High Similarity NPC473077
0.863 High Similarity NPC237635
0.8621 High Similarity NPC271288
0.8621 High Similarity NPC469935
0.8621 High Similarity NPC178627
0.8621 High Similarity NPC473013
0.8621 High Similarity NPC171656
0.8621 High Similarity NPC197252
0.8621 High Similarity NPC124780
0.8621 High Similarity NPC131579
0.8621 High Similarity NPC473015
0.8621 High Similarity NPC312789
0.8621 High Similarity NPC236766
0.8621 High Similarity NPC87486
0.8621 High Similarity NPC131568
0.8611 High Similarity NPC1089
0.8611 High Similarity NPC217083
0.8611 High Similarity NPC299080
0.8611 High Similarity NPC64915
0.8611 High Similarity NPC296917
0.8611 High Similarity NPC306829
0.8611 High Similarity NPC59739
0.8611 High Similarity NPC32739
0.8611 High Similarity NPC78
0.8611 High Similarity NPC148757
0.8611 High Similarity NPC37496
0.8611 High Similarity NPC166934
0.8611 High Similarity NPC177354
0.8611 High Similarity NPC78803
0.8611 High Similarity NPC107572
0.8611 High Similarity NPC194432
0.8611 High Similarity NPC324436
0.8611 High Similarity NPC62840
0.8611 High Similarity NPC76338
0.8611 High Similarity NPC293852
0.8611 High Similarity NPC227579
0.8611 High Similarity NPC161506
0.8611 High Similarity NPC220998
0.8611 High Similarity NPC182852
0.8611 High Similarity NPC125855
0.8611 High Similarity NPC223500
0.8611 High Similarity NPC167624
0.8611 High Similarity NPC266725
0.8611 High Similarity NPC265040
0.8611 High Similarity NPC214236
0.8611 High Similarity NPC324134
0.8611 High Similarity NPC76372
0.8611 High Similarity NPC166482
0.8611 High Similarity NPC228504
0.8611 High Similarity NPC10937
0.8611 High Similarity NPC328164
0.8611 High Similarity NPC40833
0.8611 High Similarity NPC66515
0.8601 High Similarity NPC159275
0.8601 High Similarity NPC241100
0.8592 High Similarity NPC219584
0.8592 High Similarity NPC201395
0.8592 High Similarity NPC124269
0.8592 High Similarity NPC470083
0.8582 High Similarity NPC1486
0.8582 High Similarity NPC168105
0.8582 High Similarity NPC186838
0.8582 High Similarity NPC156910

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473988 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
0.9065 High Similarity NPD7421 Clinical (unspecified phase)
0.8904 High Similarity NPD7411 Suspended
0.8777 High Similarity NPD2799 Discontinued
0.8533 High Similarity NPD7819 Suspended
0.8533 High Similarity NPD7096 Clinical (unspecified phase)
0.8514 High Similarity NPD3226 Approved
0.8493 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8493 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.8487 Intermediate Similarity NPD7075 Discontinued
0.8478 Intermediate Similarity NPD2313 Discontinued
0.8397 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8355 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8333 Intermediate Similarity NPD1549 Phase 2
0.8322 Intermediate Similarity NPD2935 Discontinued
0.8299 Intermediate Similarity NPD6799 Approved
0.8296 Intermediate Similarity NPD9717 Approved
0.8276 Intermediate Similarity NPD1243 Approved
0.8264 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8264 Intermediate Similarity NPD2346 Discontinued
0.8264 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8227 Intermediate Similarity NPD1240 Approved
0.8224 Intermediate Similarity NPD6801 Discontinued
0.8219 Intermediate Similarity NPD4628 Phase 3
0.8194 Intermediate Similarity NPD2796 Approved
0.817 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8138 Intermediate Similarity NPD2344 Approved
0.8129 Intermediate Similarity NPD3749 Approved
0.8125 Intermediate Similarity NPD1510 Phase 2
0.8116 Intermediate Similarity NPD1203 Approved
0.8112 Intermediate Similarity NPD1607 Approved
0.8095 Intermediate Similarity NPD3750 Approved
0.8092 Intermediate Similarity NPD6599 Discontinued
0.8092 Intermediate Similarity NPD4380 Phase 2
0.8085 Intermediate Similarity NPD3268 Approved
0.8082 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8065 Intermediate Similarity NPD7768 Phase 2
0.8027 Intermediate Similarity NPD2800 Approved
0.8013 Intermediate Similarity NPD920 Approved
0.7987 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7958 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7945 Intermediate Similarity NPD1551 Phase 2
0.7943 Intermediate Similarity NPD6832 Phase 2
0.7929 Intermediate Similarity NPD2798 Approved
0.7926 Intermediate Similarity NPD9545 Approved
0.7919 Intermediate Similarity NPD2309 Approved
0.7899 Intermediate Similarity NPD1608 Approved
0.7898 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7881 Intermediate Similarity NPD2532 Approved
0.7881 Intermediate Similarity NPD2534 Approved
0.7881 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7881 Intermediate Similarity NPD2533 Approved
0.7877 Intermediate Similarity NPD3748 Approved
0.7877 Intermediate Similarity NPD7033 Discontinued
0.7877 Intermediate Similarity NPD4308 Phase 3
0.7871 Intermediate Similarity NPD1934 Approved
0.7852 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7852 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7832 Intermediate Similarity NPD411 Approved
0.7826 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7815 Intermediate Similarity NPD1511 Approved
0.7805 Intermediate Similarity NPD5953 Discontinued
0.7793 Intermediate Similarity NPD447 Suspended
0.7771 Intermediate Similarity NPD3817 Phase 2
0.7742 Intermediate Similarity NPD6585 Discontinued
0.774 Intermediate Similarity NPD6651 Approved
0.773 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.773 Intermediate Similarity NPD3267 Approved
0.773 Intermediate Similarity NPD2797 Approved
0.773 Intermediate Similarity NPD3266 Approved
0.7722 Intermediate Similarity NPD3882 Suspended
0.7712 Intermediate Similarity NPD1512 Approved
0.7712 Intermediate Similarity NPD5049 Phase 3
0.7708 Intermediate Similarity NPD3764 Approved
0.7707 Intermediate Similarity NPD2801 Approved
0.7683 Intermediate Similarity NPD7286 Phase 2
0.7683 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7682 Intermediate Similarity NPD2354 Approved
0.7681 Intermediate Similarity NPD17 Approved
0.7677 Intermediate Similarity NPD7458 Discontinued
0.7662 Intermediate Similarity NPD5403 Approved
0.766 Intermediate Similarity NPD3225 Approved
0.7651 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7651 Intermediate Similarity NPD1471 Phase 3
0.7647 Intermediate Similarity NPD9493 Approved
0.764 Intermediate Similarity NPD6959 Discontinued
0.7625 Intermediate Similarity NPD919 Approved
0.7616 Intermediate Similarity NPD7003 Approved
0.761 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7603 Intermediate Similarity NPD4307 Phase 2
0.7593 Intermediate Similarity NPD6232 Discontinued
0.758 Intermediate Similarity NPD5889 Approved
0.758 Intermediate Similarity NPD5890 Approved
0.7578 Intermediate Similarity NPD5494 Approved
0.7576 Intermediate Similarity NPD5844 Phase 1
0.7571 Intermediate Similarity NPD422 Phase 1
0.7561 Intermediate Similarity NPD7473 Discontinued
0.7556 Intermediate Similarity NPD1241 Discontinued
0.7552 Intermediate Similarity NPD1019 Discontinued
0.7551 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7551 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7551 Intermediate Similarity NPD5124 Phase 1
0.7551 Intermediate Similarity NPD1933 Approved
0.7545 Intermediate Similarity NPD6559 Discontinued
0.7533 Intermediate Similarity NPD2355 Clinical (unspecified phase)
0.7533 Intermediate Similarity NPD2353 Approved
0.7532 Intermediate Similarity NPD5401 Approved
0.7518 Intermediate Similarity NPD3972 Approved
0.75 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6166 Phase 2
0.75 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7483 Intermediate Similarity NPD1164 Approved
0.7468 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7467 Intermediate Similarity NPD6099 Approved
0.7467 Intermediate Similarity NPD4477 Approved
0.7467 Intermediate Similarity NPD6100 Approved
0.7467 Intermediate Similarity NPD4476 Approved
0.7466 Intermediate Similarity NPD6798 Discontinued
0.7452 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7451 Intermediate Similarity NPD3887 Approved
0.7438 Intermediate Similarity NPD5402 Approved
0.7432 Intermediate Similarity NPD6355 Discontinued
0.7429 Intermediate Similarity NPD4626 Approved
0.7429 Intermediate Similarity NPD1778 Approved
0.7425 Intermediate Similarity NPD7074 Phase 3
0.7423 Intermediate Similarity NPD1247 Approved
0.7419 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7417 Intermediate Similarity NPD6005 Phase 3
0.7417 Intermediate Similarity NPD6004 Phase 3
0.7417 Intermediate Similarity NPD6002 Phase 3
0.7417 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7417 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.741 Intermediate Similarity NPD3818 Discontinued
0.7394 Intermediate Similarity NPD1481 Phase 2
0.7378 Intermediate Similarity NPD5710 Approved
0.7378 Intermediate Similarity NPD6808 Phase 2
0.7378 Intermediate Similarity NPD5711 Approved
0.7368 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7365 Intermediate Similarity NPD3142 Approved
0.7365 Intermediate Similarity NPD7054 Approved
0.7365 Intermediate Similarity NPD3140 Approved
0.7357 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.7351 Intermediate Similarity NPD5408 Approved
0.7351 Intermediate Similarity NPD5404 Approved
0.7351 Intermediate Similarity NPD5406 Approved
0.7351 Intermediate Similarity NPD5405 Approved
0.7347 Intermediate Similarity NPD1296 Phase 2
0.7329 Intermediate Similarity NPD2296 Approved
0.7324 Intermediate Similarity NPD1535 Discovery
0.7321 Intermediate Similarity NPD7472 Approved
0.7305 Intermediate Similarity NPD7177 Discontinued
0.7294 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7294 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD1283 Approved
0.7286 Intermediate Similarity NPD1894 Discontinued
0.7285 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7278 Intermediate Similarity NPD6797 Phase 2
0.7267 Intermediate Similarity NPD1465 Phase 2
0.7261 Intermediate Similarity NPD6273 Approved
0.7257 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7255 Intermediate Similarity NPD2424 Discontinued
0.7254 Intermediate Similarity NPD3496 Discontinued
0.7251 Intermediate Similarity NPD8312 Approved
0.7251 Intermediate Similarity NPD8313 Approved
0.725 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD943 Approved
0.7248 Intermediate Similarity NPD4060 Phase 1
0.7241 Intermediate Similarity NPD1470 Approved
0.7239 Intermediate Similarity NPD9267 Approved
0.7239 Intermediate Similarity NPD9264 Approved
0.7239 Intermediate Similarity NPD9263 Approved
0.7235 Intermediate Similarity NPD7251 Discontinued
0.7234 Intermediate Similarity NPD5691 Approved
0.723 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7226 Intermediate Similarity NPD5535 Approved
0.7225 Intermediate Similarity NPD8434 Phase 2
0.7222 Intermediate Similarity NPD4288 Approved
0.7215 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7211 Intermediate Similarity NPD2614 Approved
0.7208 Intermediate Similarity NPD2654 Approved
0.7203 Intermediate Similarity NPD1201 Approved
0.72 Intermediate Similarity NPD230 Phase 1
0.7194 Intermediate Similarity NPD6671 Approved
0.7193 Intermediate Similarity NPD7808 Phase 3
0.7185 Intermediate Similarity NPD9266 Approved
0.7185 Intermediate Similarity NPD74 Approved
0.7179 Intermediate Similarity NPD7440 Discontinued
0.7176 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD1876 Approved
0.7162 Intermediate Similarity NPD7095 Approved
0.716 Intermediate Similarity NPD8455 Phase 2
0.7143 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD4287 Approved
0.7133 Intermediate Similarity NPD3847 Discontinued
0.7126 Intermediate Similarity NPD3926 Phase 2
0.7114 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD7097 Phase 1
0.7099 Intermediate Similarity NPD6844 Discontinued
0.7099 Intermediate Similarity NPD6280 Approved
0.7099 Intermediate Similarity NPD6279 Approved
0.7099 Intermediate Similarity NPD7577 Discontinued

Structure

External Identifiers

PubChem CID   44567318
ChEMBL   CHEMBL457470
ZINC  

Physicochemical Properties

Molecular Weight:  356.20
ALogP:  2.8313
MLogP:  3.44
XLogP:  5.126
# Rotatable Bonds:  12
Polar Surface Area:  63.6
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  26

Download Data

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