Natural Product: NPC155552

Natural Product ID:  NPC155552
Common Name:   Galbanic Acid
IUPAC Name:   3-[(1S,2S,3S)-2,3-dimethyl-2-[(2-oxochromen-7-yl)oxymethyl]-6-propan-2-ylidenecyclohexyl]propanoic acid
Synonyms:   Galbanic Acid
Molecular Formula:   C24H30O5
Standard InCHIKey:  CVWWNYPTZYQCSE-YFBXQHAESA-N
Standard InCHI:  InChI=1S/C24H30O5/c1-15(2)19-9-5-16(3)24(4,20(19)10-11-22(25)26)14-28-18-8-6-17-7-12-23(27)29-21(17)13-18/h6-8,12-13,16,20H,5,9-11,14H2,1-4H3,(H,25,26)/t16-,20-,24-/m0/s1
Canonical SMILES:  OC(=O)CC[C@H]1C(=C(C)C)CC[C@@H]([C@]1(C)COc1ccc2c(c1)oc(=O)cc2)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
NPO10996 Ferula assa-foetida Species Apiaceae Eukaryota PMID[19691312]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT742 Organism Influenza A virus Influenza A virus IC50 = 0.45 ug/ml 21053938
NPT742 Organism Influenza A virus Influenza A virus IC90 = 0.88 ug/ml 22037378

  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 NPC155552 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
0.9701 High Similarity NPC307883
0.9433 High Similarity NPC146388
0.9366 High Similarity NPC146014
0.9353 High Similarity NPC251372
0.9338 High Similarity NPC131198
0.9286 High Similarity NPC71739
0.9275 High Similarity NPC138149
0.9209 High Similarity NPC20631
0.9209 High Similarity NPC93640
0.9191 High Similarity NPC61499
0.9058 High Similarity NPC306365
0.9 High Similarity NPC183642
0.9 High Similarity NPC310370
0.8958 High Similarity NPC142863
0.8929 High Similarity NPC71903
0.8921 High Similarity NPC471069
0.8921 High Similarity NPC471068
0.8913 High Similarity NPC229128
0.8905 High Similarity NPC55147
0.8905 High Similarity NPC54503
0.8881 High Similarity NPC295696
0.8873 High Similarity NPC229916
0.8865 High Similarity NPC170812
0.8865 High Similarity NPC472523
0.8857 High Similarity NPC471072
0.8857 High Similarity NPC471071
0.8857 High Similarity NPC471070
0.8815 High Similarity NPC185066
0.8786 High Similarity NPC14697
0.8768 High Similarity NPC83535
0.8768 High Similarity NPC31849
0.8759 High Similarity NPC286038
0.875 High Similarity NPC474289
0.8732 High Similarity NPC287286
0.8731 High Similarity NPC471827
0.8731 High Similarity NPC471828
0.8723 High Similarity NPC73078
0.8723 High Similarity NPC148738
0.8723 High Similarity NPC319870
0.8723 High Similarity NPC327612
0.8714 High Similarity NPC149320
0.8714 High Similarity NPC476455
0.8714 High Similarity NPC55615
0.8714 High Similarity NPC128529
0.8714 High Similarity NPC471630
0.8714 High Similarity NPC283019
0.8714 High Similarity NPC160727
0.8714 High Similarity NPC283331
0.8714 High Similarity NPC177281
0.8707 High Similarity NPC103116
0.8699 High Similarity NPC66991
0.8696 High Similarity NPC175159
0.8686 High Similarity NPC32463
0.8676 High Similarity NPC472519
0.8676 High Similarity NPC157212
0.8662 High Similarity NPC312881
0.8657 High Similarity NPC73413
0.8657 High Similarity NPC201667
0.8657 High Similarity NPC27671
0.8652 High Similarity NPC155963
0.8643 High Similarity NPC472424
0.8643 High Similarity NPC471625
0.8643 High Similarity NPC471909
0.8643 High Similarity NPC86892
0.8643 High Similarity NPC281241
0.863 High Similarity NPC154217
0.863 High Similarity NPC470322
0.8623 High Similarity NPC66430
0.8623 High Similarity NPC472517
0.8623 High Similarity NPC37009
0.8621 High Similarity NPC106126
0.8621 High Similarity NPC108994
0.8621 High Similarity NPC475719
0.8621 High Similarity NPC101255
0.8621 High Similarity NPC43716
0.8613 High Similarity NPC168710
0.8603 High Similarity NPC121740
0.8603 High Similarity NPC258567
0.8603 High Similarity NPC289316
0.8603 High Similarity NPC243688
0.8603 High Similarity NPC224774
0.8601 High Similarity NPC152771
0.8601 High Similarity NPC136095
0.8601 High Similarity NPC195357
0.8592 High Similarity NPC221046
0.8592 High Similarity NPC279573
0.8592 High Similarity NPC151946
0.8592 High Similarity NPC211110
0.8582 High Similarity NPC26954
0.8582 High Similarity NPC315807
0.8582 High Similarity NPC246177
0.8582 High Similarity NPC38099
0.8582 High Similarity NPC223616
0.8582 High Similarity NPC472518
0.8582 High Similarity NPC109675
0.8582 High Similarity NPC317045
0.8582 High Similarity NPC273772
0.8571 High Similarity NPC47163
0.8571 High Similarity NPC287182
0.8571 High Similarity NPC84894
0.8571 High Similarity NPC195343
0.8571 High Similarity NPC224475
0.8571 High Similarity NPC319859
0.8571 High Similarity NPC166672
0.8571 High Similarity NPC100986
0.8571 High Similarity NPC62366
0.8571 High Similarity NPC50896
0.8571 High Similarity NPC213173
0.8571 High Similarity NPC18804
0.8571 High Similarity NPC198381
0.8571 High Similarity NPC204353
0.8571 High Similarity NPC180716
0.8571 High Similarity NPC131950
0.8571 High Similarity NPC267412
0.8571 High Similarity NPC74655
0.8571 High Similarity NPC260265
0.8571 High Similarity NPC164269
0.8571 High Similarity NPC326600
0.8571 High Similarity NPC127888
0.8562 High Similarity NPC196137
0.8562 High Similarity NPC1886
0.8561 High Similarity NPC194277
0.8561 High Similarity NPC307289
0.8561 High Similarity NPC19157
0.8551 High Similarity NPC113098
0.854 High Similarity NPC469453
0.8531 High Similarity NPC36414
0.8529 High Similarity NPC471826
0.8529 High Similarity NPC101894
0.8529 High Similarity NPC163248
0.8523 High Similarity NPC474735
0.8521 High Similarity NPC232246
0.8521 High Similarity NPC153818
0.8521 High Similarity NPC309452
0.8521 High Similarity NPC472516
0.8511 High Similarity NPC66705
0.8511 High Similarity NPC472525
0.8507 High Similarity NPC96286
0.8507 High Similarity NPC248429
0.8503 High Similarity NPC181388
0.85 High Similarity NPC133956
0.85 High Similarity NPC318400
0.85 High Similarity NPC7526
0.85 High Similarity NPC185777
0.85 High Similarity NPC296624
0.85 High Similarity NPC163557
0.85 High Similarity NPC207002
0.85 High Similarity NPC222036
0.85 High Similarity NPC167111
0.85 High Similarity NPC471910
0.8496 Intermediate Similarity NPC235190
0.8496 Intermediate Similarity NPC163200
0.8496 Intermediate Similarity NPC180006
0.8493 Intermediate Similarity NPC469701
0.8493 Intermediate Similarity NPC470296
0.8493 Intermediate Similarity NPC188632
0.8493 Intermediate Similarity NPC87609
0.8493 Intermediate Similarity NPC94794
0.8493 Intermediate Similarity NPC112791
0.8493 Intermediate Similarity NPC11700
0.8493 Intermediate Similarity NPC196459
0.8489 Intermediate Similarity NPC272650
0.8489 Intermediate Similarity NPC267336
0.8489 Intermediate Similarity NPC29734
0.8472 Intermediate Similarity NPC472515
0.8472 Intermediate Similarity NPC473209
0.8472 Intermediate Similarity NPC254994
0.8467 Intermediate Similarity NPC209142
0.8467 Intermediate Similarity NPC290671
0.8467 Intermediate Similarity NPC312549
0.8462 Intermediate Similarity NPC23870
0.8462 Intermediate Similarity NPC144512
0.8462 Intermediate Similarity NPC47040
0.8462 Intermediate Similarity NPC103001
0.8462 Intermediate Similarity NPC137262
0.8462 Intermediate Similarity NPC332594
0.8462 Intermediate Similarity NPC37428
0.8462 Intermediate Similarity NPC35501
0.8462 Intermediate Similarity NPC278600
0.8462 Intermediate Similarity NPC253616
0.8456 Intermediate Similarity NPC19238
0.8456 Intermediate Similarity NPC168259
0.8456 Intermediate Similarity NPC244495
0.8456 Intermediate Similarity NPC471114
0.8456 Intermediate Similarity NPC93219
0.8451 Intermediate Similarity NPC78746
0.8451 Intermediate Similarity NPC104796
0.8451 Intermediate Similarity NPC266245
0.8451 Intermediate Similarity NPC188380
0.8451 Intermediate Similarity NPC224543
0.8446 Intermediate Similarity NPC10990
0.8446 Intermediate Similarity NPC300988
0.844 Intermediate Similarity NPC98179
0.844 Intermediate Similarity NPC253574
0.844 Intermediate Similarity NPC307412
0.844 Intermediate Similarity NPC55149
0.8435 Intermediate Similarity NPC206212
0.8435 Intermediate Similarity NPC271288
0.8435 Intermediate Similarity NPC469935
0.8435 Intermediate Similarity NPC287275

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC155552 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
0.8686 High Similarity NPD6859 Clinical (unspecified phase)
0.8671 High Similarity NPD3750 Approved
0.8671 High Similarity NPD6398 Clinical (unspecified phase)
0.8593 High Similarity NPD2797 Approved
0.8582 High Similarity NPD3748 Approved
0.8477 Intermediate Similarity NPD7819 Suspended
0.8417 Intermediate Similarity NPD3268 Approved
0.8369 Intermediate Similarity NPD5124 Phase 1
0.8369 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.8296 Intermediate Similarity NPD422 Phase 1
0.8278 Intermediate Similarity NPD6599 Discontinued
0.8264 Intermediate Similarity NPD2796 Approved
0.8247 Intermediate Similarity NPD7768 Phase 2
0.8235 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8224 Intermediate Similarity NPD7411 Suspended
0.8219 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.8188 Intermediate Similarity NPD3267 Approved
0.8188 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8188 Intermediate Similarity NPD3266 Approved
0.8163 Intermediate Similarity NPD4628 Phase 3
0.8156 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.8156 Intermediate Similarity NPD1296 Phase 2
0.8151 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8143 Intermediate Similarity NPD4908 Phase 1
0.8138 Intermediate Similarity NPD6100 Approved
0.8138 Intermediate Similarity NPD6099 Approved
0.8121 Intermediate Similarity NPD6799 Approved
0.8077 Intermediate Similarity NPD7075 Discontinued
0.8069 Intermediate Similarity NPD1510 Phase 2
0.8069 Intermediate Similarity NPD2799 Discontinued
0.8052 Intermediate Similarity NPD6801 Discontinued
0.8029 Intermediate Similarity NPD1610 Phase 2
0.8027 Intermediate Similarity NPD1549 Phase 2
0.8014 Intermediate Similarity NPD1551 Phase 2
0.8013 Intermediate Similarity NPD6273 Approved
0.7987 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7986 Intermediate Similarity NPD6355 Discontinued
0.7986 Intermediate Similarity NPD3225 Approved
0.7963 Intermediate Similarity NPD5844 Phase 1
0.7959 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7959 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7949 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7947 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7947 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7945 Intermediate Similarity NPD4308 Phase 3
0.7919 Intermediate Similarity NPD7003 Approved
0.7902 Intermediate Similarity NPD6798 Discontinued
0.7888 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7887 Intermediate Similarity NPD6832 Phase 2
0.7875 Intermediate Similarity NPD7229 Phase 3
0.7868 Intermediate Similarity NPD1548 Phase 1
0.7852 Intermediate Similarity NPD1652 Phase 2
0.7852 Intermediate Similarity NPD1243 Approved
0.7848 Intermediate Similarity NPD3749 Approved
0.7847 Intermediate Similarity NPD8032 Phase 2
0.7843 Intermediate Similarity NPD5403 Approved
0.7843 Intermediate Similarity NPD920 Approved
0.7842 Intermediate Similarity NPD1608 Approved
0.7834 Intermediate Similarity NPD3817 Phase 2
0.7834 Intermediate Similarity NPD4288 Approved
0.7829 Intermediate Similarity NPD5401 Approved
0.7823 Intermediate Similarity NPD7033 Discontinued
0.7815 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7812 Intermediate Similarity NPD8127 Discontinued
0.7812 Intermediate Similarity NPD7199 Phase 2
0.7806 Intermediate Similarity NPD4380 Phase 2
0.78 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7793 Intermediate Similarity NPD4140 Approved
0.7793 Intermediate Similarity NPD1240 Approved
0.7793 Intermediate Similarity NPD4307 Phase 2
0.7785 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD2313 Discontinued
0.7778 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7771 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.777 Intermediate Similarity NPD4476 Approved
0.777 Intermediate Similarity NPD2935 Discontinued
0.777 Intermediate Similarity NPD4477 Approved
0.7762 Intermediate Similarity NPD1008 Clinical (unspecified phase)
0.7754 Intermediate Similarity NPD1778 Approved
0.7742 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7736 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7718 Intermediate Similarity NPD6002 Phase 3
0.7718 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7718 Intermediate Similarity NPD6004 Phase 3
0.7718 Intermediate Similarity NPD6005 Phase 3
0.7718 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7716 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7714 Intermediate Similarity NPD9717 Approved
0.7712 Intermediate Similarity NPD2533 Approved
0.7712 Intermediate Similarity NPD2534 Approved
0.7712 Intermediate Similarity NPD2532 Approved
0.7712 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7707 Intermediate Similarity NPD37 Approved
0.7687 Intermediate Similarity NPD1607 Approved
0.7676 Intermediate Similarity NPD1203 Approved
0.7673 Intermediate Similarity NPD4965 Approved
0.7673 Intermediate Similarity NPD4967 Phase 2
0.7673 Intermediate Similarity NPD4966 Approved
0.7671 Intermediate Similarity NPD4060 Phase 1
0.7628 Intermediate Similarity NPD3226 Approved
0.7628 Intermediate Similarity NPD7458 Discontinued
0.7626 Intermediate Similarity NPD17 Approved
0.7622 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7622 Intermediate Similarity NPD2798 Approved
0.7616 Intermediate Similarity NPD2800 Approved
0.761 Intermediate Similarity NPD5402 Approved
0.7609 Intermediate Similarity NPD1894 Discontinued
0.7606 Intermediate Similarity NPD1283 Approved
0.7603 Intermediate Similarity NPD6233 Phase 2
0.76 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.76 Intermediate Similarity NPD2346 Discontinued
0.7595 Intermediate Similarity NPD1934 Approved
0.7586 Intermediate Similarity NPD4625 Phase 3
0.7586 Intermediate Similarity NPD7095 Approved
0.7578 Intermediate Similarity NPD6234 Discontinued
0.7566 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7566 Intermediate Similarity NPD4110 Phase 3
0.7556 Intermediate Similarity NPD5535 Approved
0.7554 Intermediate Similarity NPD5585 Approved
0.7554 Intermediate Similarity NPD5691 Approved
0.7547 Intermediate Similarity NPD1465 Phase 2
0.7547 Intermediate Similarity NPD2801 Approved
0.7546 Intermediate Similarity NPD6232 Discontinued
0.7535 Intermediate Similarity NPD4749 Approved
0.7534 Intermediate Similarity NPD3764 Approved
0.7532 Intermediate Similarity NPD1511 Approved
0.7531 Intermediate Similarity NPD5494 Approved
0.7517 Intermediate Similarity NPD2614 Approved
0.7516 Intermediate Similarity NPD6971 Discontinued
0.7515 Intermediate Similarity NPD7473 Discontinued
0.75 Intermediate Similarity NPD1241 Discontinued
0.75 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD4626 Approved
0.7485 Intermediate Similarity NPD6959 Discontinued
0.7483 Intermediate Similarity NPD8651 Approved
0.7469 Intermediate Similarity NPD919 Approved
0.7468 Intermediate Similarity NPD6666 Approved
0.7468 Intermediate Similarity NPD6667 Approved
0.7453 Intermediate Similarity NPD3882 Suspended
0.7452 Intermediate Similarity NPD1653 Approved
0.7451 Intermediate Similarity NPD8166 Discontinued
0.745 Intermediate Similarity NPD6651 Approved
0.7447 Intermediate Similarity NPD3496 Discontinued
0.744 Intermediate Similarity NPD5953 Discontinued
0.7438 Intermediate Similarity NPD8455 Phase 2
0.7436 Intermediate Similarity NPD1512 Approved
0.7434 Intermediate Similarity NPD4534 Discontinued
0.7432 Intermediate Similarity NPD2979 Phase 3
0.7425 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7415 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7405 Intermediate Similarity NPD8158 Clinical (unspecified phase)
0.74 Intermediate Similarity NPD7097 Phase 1
0.7396 Intermediate Similarity NPD6559 Discontinued
0.7394 Intermediate Similarity NPD1281 Approved
0.7389 Intermediate Similarity NPD7427 Discontinued
0.7389 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7379 Intermediate Similarity NPD1019 Discontinued
0.7368 Intermediate Similarity NPD5762 Approved
0.7368 Intermediate Similarity NPD5763 Approved
0.7368 Intermediate Similarity NPD3134 Approved
0.7365 Intermediate Similarity NPD4062 Phase 3
0.7365 Intermediate Similarity NPD3818 Discontinued
0.7357 Intermediate Similarity NPD9545 Approved
0.7353 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7343 Intermediate Similarity NPD3972 Approved
0.7329 Intermediate Similarity NPD2861 Phase 2
0.7325 Intermediate Similarity NPD7314 Clinical (unspecified phase)
0.7324 Intermediate Similarity NPD3847 Discontinued
0.7321 Intermediate Similarity NPD7286 Phase 2
0.7315 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7315 Intermediate Similarity NPD1613 Approved
0.7308 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD7837 Clinical (unspecified phase)
0.7303 Intermediate Similarity NPD2438 Suspended
0.7297 Intermediate Similarity NPD411 Approved
0.7293 Intermediate Similarity NPD9697 Approved
0.7292 Intermediate Similarity NPD4359 Approved
0.7279 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD1535 Discovery
0.7267 Intermediate Similarity NPD4622 Approved
0.7267 Intermediate Similarity NPD447 Suspended
0.7267 Intermediate Similarity NPD4340 Discontinued
0.7267 Intermediate Similarity NPD1933 Approved
0.7267 Intermediate Similarity NPD230 Phase 1
0.7267 Intermediate Similarity NPD4618 Approved
0.7266 Intermediate Similarity NPD7157 Approved
0.7262 Intermediate Similarity NPD7228 Approved
0.7251 Intermediate Similarity NPD7549 Discontinued
0.725 Intermediate Similarity NPD6502 Phase 2
0.7248 Intermediate Similarity NPD6663 Approved
0.7246 Intermediate Similarity NPD6166 Phase 2
0.7246 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD1876 Approved
0.7235 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7229 Intermediate Similarity NPD7315 Approved
0.7222 Intermediate Similarity NPD1481 Phase 2
0.7219 Intermediate Similarity NPD7054 Approved
0.7212 Intermediate Similarity NPD6746 Phase 2

Structure

External Identifiers

PubChem CID   7082474
ChEMBL   CHEMBL1078509
ZINC  

Physicochemical Properties

Molecular Weight:  398.21
ALogP:  2.1314
MLogP:  3.55
XLogP:  5.344
# Rotatable Bonds:  11
Polar Surface Area:  72.83
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  29

Download Data

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