Natural Product: NPC180744

Natural Product ID:  NPC180744
Common Name:   nagilactone G
IUPAC Name:  
Synonyms:  
Molecular Formula:   C19H24O5
Standard InCHIKey:  CBWGBTDKXAPUMY-DXNUVPBBSA-N
Standard InCHI:  InChI=1S/C19H24O5/c1-9(2)14-19-10(8-11(20)22-14)17(3)6-5-7-18(4)13(17)12(15(19)24-19)23-16(18)21/h8-9,12-15H,5-7H2,1-4H3/t12-,13+,14+,15+,17+,18-,19+/m0/s1
Canonical SMILES:  O=C1O[C@H](C(C)C)[C@@]23C(=C1)[C@@]1(C)CCC[C@]4([C@@H]1[C@@H]([C@H]3O2)OC4=O)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
NPO33703 Podocarpus nagi Species Podocarpaceae Eukaryota Seeds Aihua, Lincang, Yunnan Province, China 2103-OCT PMID[28719204]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT179 Cell Line A2780 Homo sapiens IC50 = 4.9 ± 2.5 µM 28719204
NPT6521 Cell Line HEY Homo sapiens IC50 = 5.5 ± 0.5 µM 28719204

  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 NPC180744 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
0.9608 High Similarity NPC469656
0.9608 High Similarity NPC469655
0.9608 High Similarity NPC474846
0.9604 High Similarity NPC469370
0.9515 High Similarity NPC222834
0.951 High Similarity NPC253906
0.9159 High Similarity NPC58662
0.9159 High Similarity NPC13713
0.8981 High Similarity NPC469684
0.8835 High Similarity NPC477127
0.8807 High Similarity NPC53396
0.8807 High Similarity NPC98249
0.8807 High Similarity NPC478204
0.8727 High Similarity NPC284707
0.8727 High Similarity NPC478206
0.8727 High Similarity NPC108581
0.8727 High Similarity NPC478205
0.8704 High Similarity NPC475966
0.8614 High Similarity NPC474921
0.8611 High Similarity NPC472002
0.8611 High Similarity NPC269530
0.8558 High Similarity NPC254202
0.8532 High Similarity NPC33360
0.8532 High Similarity NPC478212
0.8519 High Similarity NPC100329
0.8519 High Similarity NPC97939
0.8519 High Similarity NPC132790
0.8519 High Similarity NPC247031
0.8505 High Similarity NPC478210
0.85 High Similarity NPC66581
0.8482 Intermediate Similarity NPC475520
0.8426 Intermediate Similarity NPC478211
0.8426 Intermediate Similarity NPC478209
0.8421 Intermediate Similarity NPC170538
0.8416 Intermediate Similarity NPC56369
0.8407 Intermediate Similarity NPC251226
0.8407 Intermediate Similarity NPC268530
0.8407 Intermediate Similarity NPC154491
0.8396 Intermediate Similarity NPC478208
0.8396 Intermediate Similarity NPC469607
0.8378 Intermediate Similarity NPC477509
0.8364 Intermediate Similarity NPC25909
0.8364 Intermediate Similarity NPC477126
0.8364 Intermediate Similarity NPC470120
0.8362 Intermediate Similarity NPC198209
0.8362 Intermediate Similarity NPC293112
0.8362 Intermediate Similarity NPC473635
0.8348 Intermediate Similarity NPC11895
0.8333 Intermediate Similarity NPC299590
0.8333 Intermediate Similarity NPC4021
0.8333 Intermediate Similarity NPC159456
0.8319 Intermediate Similarity NPC42673
0.8318 Intermediate Similarity NPC67321
0.8318 Intermediate Similarity NPC187435
0.8304 Intermediate Similarity NPC473590
0.83 Intermediate Similarity NPC49420
0.8288 Intermediate Similarity NPC90472
0.8286 Intermediate Similarity NPC476081
0.8276 Intermediate Similarity NPC81736
0.8276 Intermediate Similarity NPC172154
0.8269 Intermediate Similarity NPC47024
0.8257 Intermediate Similarity NPC472215
0.8257 Intermediate Similarity NPC472214
0.8252 Intermediate Similarity NPC84335
0.8252 Intermediate Similarity NPC38530
0.8246 Intermediate Similarity NPC143755
0.8246 Intermediate Similarity NPC4548
0.8241 Intermediate Similarity NPC275539
0.8241 Intermediate Similarity NPC189075
0.823 Intermediate Similarity NPC240509
0.823 Intermediate Similarity NPC473720
0.8224 Intermediate Similarity NPC470975
0.8224 Intermediate Similarity NPC103088
0.8224 Intermediate Similarity NPC102352
0.8224 Intermediate Similarity NPC470979
0.8214 Intermediate Similarity NPC179626
0.8214 Intermediate Similarity NPC478216
0.8208 Intermediate Similarity NPC165608
0.82 Intermediate Similarity NPC475776
0.8198 Intermediate Similarity NPC49451
0.8198 Intermediate Similarity NPC471204
0.819 Intermediate Similarity NPC469789
0.819 Intermediate Similarity NPC475958
0.819 Intermediate Similarity NPC67251
0.8174 Intermediate Similarity NPC204731
0.8165 Intermediate Similarity NPC112457
0.8158 Intermediate Similarity NPC472667
0.8158 Intermediate Similarity NPC230513
0.8158 Intermediate Similarity NPC475041
0.8148 Intermediate Similarity NPC471601
0.8148 Intermediate Similarity NPC230541
0.8148 Intermediate Similarity NPC3316
0.8148 Intermediate Similarity NPC110496
0.8148 Intermediate Similarity NPC475587
0.8148 Intermediate Similarity NPC133422
0.8148 Intermediate Similarity NPC475510
0.8148 Intermediate Similarity NPC144854
0.8142 Intermediate Similarity NPC473968
0.8137 Intermediate Similarity NPC471446
0.8137 Intermediate Similarity NPC474841
0.8137 Intermediate Similarity NPC473434
0.8131 Intermediate Similarity NPC146731
0.8131 Intermediate Similarity NPC65523
0.8131 Intermediate Similarity NPC283850
0.8125 Intermediate Similarity NPC117712
0.8125 Intermediate Similarity NPC473798
0.812 Intermediate Similarity NPC24651
0.812 Intermediate Similarity NPC469790
0.812 Intermediate Similarity NPC8369
0.8113 Intermediate Similarity NPC162973
0.8113 Intermediate Similarity NPC31058
0.8113 Intermediate Similarity NPC469606
0.8113 Intermediate Similarity NPC295791
0.8113 Intermediate Similarity NPC273005
0.8108 Intermediate Similarity NPC474516
0.8108 Intermediate Similarity NPC265391
0.8108 Intermediate Similarity NPC42658
0.8103 Intermediate Similarity NPC312833
0.8095 Intermediate Similarity NPC473219
0.8095 Intermediate Similarity NPC470761
0.8095 Intermediate Similarity NPC471413
0.8091 Intermediate Similarity NPC5103
0.8077 Intermediate Similarity NPC100912
0.8073 Intermediate Similarity NPC277017
0.8073 Intermediate Similarity NPC306265
0.8073 Intermediate Similarity NPC473595
0.8073 Intermediate Similarity NPC472439
0.8073 Intermediate Similarity NPC473939
0.8073 Intermediate Similarity NPC154608
0.8073 Intermediate Similarity NPC192813
0.8073 Intermediate Similarity NPC469916
0.807 Intermediate Similarity NPC159928
0.8056 Intermediate Similarity NPC477090
0.8053 Intermediate Similarity NPC328374
0.8053 Intermediate Similarity NPC207217
0.8053 Intermediate Similarity NPC251236
0.8053 Intermediate Similarity NPC96312
0.8053 Intermediate Similarity NPC154363
0.8053 Intermediate Similarity NPC471127
0.8053 Intermediate Similarity NPC270478
0.8053 Intermediate Similarity NPC474734
0.8053 Intermediate Similarity NPC470793
0.8053 Intermediate Similarity NPC234858
0.8053 Intermediate Similarity NPC471816
0.8053 Intermediate Similarity NPC40632
0.8051 Intermediate Similarity NPC120994
0.8051 Intermediate Similarity NPC203702
0.8037 Intermediate Similarity NPC61442
0.8037 Intermediate Similarity NPC99510
0.8037 Intermediate Similarity NPC120321
0.8034 Intermediate Similarity NPC91693
0.8034 Intermediate Similarity NPC265557
0.8034 Intermediate Similarity NPC105926
0.8034 Intermediate Similarity NPC18945
0.8019 Intermediate Similarity NPC471412
0.8018 Intermediate Similarity NPC194619
0.8018 Intermediate Similarity NPC179798
0.8018 Intermediate Similarity NPC470246
0.8018 Intermediate Similarity NPC188738
0.8018 Intermediate Similarity NPC304180
0.8017 Intermediate Similarity NPC477046
0.8017 Intermediate Similarity NPC470779
0.8017 Intermediate Similarity NPC310511
0.8017 Intermediate Similarity NPC67569
0.8017 Intermediate Similarity NPC102822
0.8 Intermediate Similarity NPC476529
0.8 Intermediate Similarity NPC216478
0.8 Intermediate Similarity NPC141350
0.8 Intermediate Similarity NPC474242
0.8 Intermediate Similarity NPC470186
0.8 Intermediate Similarity NPC107806
0.8 Intermediate Similarity NPC143706
0.8 Intermediate Similarity NPC474243
0.8 Intermediate Similarity NPC472534
0.8 Intermediate Similarity NPC471934
0.8 Intermediate Similarity NPC469380
0.8 Intermediate Similarity NPC72647
0.8 Intermediate Similarity NPC475775
0.7982 Intermediate Similarity NPC474716
0.7982 Intermediate Similarity NPC470854
0.7982 Intermediate Similarity NPC97908
0.7982 Intermediate Similarity NPC55296
0.7982 Intermediate Similarity NPC122033
0.7982 Intermediate Similarity NPC302788
0.7982 Intermediate Similarity NPC287343
0.7982 Intermediate Similarity NPC470775
0.7982 Intermediate Similarity NPC10721
0.7982 Intermediate Similarity NPC176513
0.7982 Intermediate Similarity NPC474654
0.7981 Intermediate Similarity NPC209297
0.7981 Intermediate Similarity NPC194132
0.7981 Intermediate Similarity NPC473964
0.7981 Intermediate Similarity NPC475380
0.7966 Intermediate Similarity NPC476729
0.7965 Intermediate Similarity NPC284915
0.7963 Intermediate Similarity NPC296950
0.7963 Intermediate Similarity NPC258532
0.7961 Intermediate Similarity NPC140277
0.7949 Intermediate Similarity NPC470265
0.7949 Intermediate Similarity NPC23786

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC180744 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
0.8667 High Similarity NPD5954 Clinical (unspecified phase)
0.8426 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.8333 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.8224 Intermediate Similarity NPD6008 Approved
0.7672 Intermediate Similarity NPD7115 Discovery
0.7589 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7638 Approved
0.75 Intermediate Similarity NPD4225 Approved
0.7431 Intermediate Similarity NPD7639 Approved
0.7431 Intermediate Similarity NPD7640 Approved
0.7353 Intermediate Similarity NPD1694 Approved
0.7353 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.7317 Intermediate Similarity NPD7507 Approved
0.7281 Intermediate Similarity NPD6686 Approved
0.728 Intermediate Similarity NPD7319 Approved
0.7273 Intermediate Similarity NPD6648 Approved
0.7228 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7207 Intermediate Similarity NPD5344 Discontinued
0.713 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.713 Intermediate Similarity NPD7900 Approved
0.7119 Intermediate Similarity NPD4632 Approved
0.7105 Intermediate Similarity NPD6402 Approved
0.7105 Intermediate Similarity NPD6675 Approved
0.7105 Intermediate Similarity NPD7128 Approved
0.7105 Intermediate Similarity NPD5739 Approved
0.7069 Intermediate Similarity NPD6373 Approved
0.7069 Intermediate Similarity NPD6372 Approved
0.7064 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7049 Intermediate Similarity NPD6319 Approved
0.7048 Intermediate Similarity NPD3573 Approved
0.7043 Intermediate Similarity NPD5697 Approved
0.7043 Intermediate Similarity NPD5701 Approved
0.7034 Intermediate Similarity NPD8297 Approved
0.7034 Intermediate Similarity NPD6053 Discontinued
0.7009 Intermediate Similarity NPD6698 Approved
0.7009 Intermediate Similarity NPD46 Approved
0.6991 Remote Similarity NPD7632 Discontinued
0.6983 Remote Similarity NPD6899 Approved
0.6983 Remote Similarity NPD6881 Approved
0.6983 Remote Similarity NPD7320 Approved
0.6967 Remote Similarity NPD7516 Approved
0.696 Remote Similarity NPD7492 Approved
0.6949 Remote Similarity NPD6650 Approved
0.6949 Remote Similarity NPD6649 Approved
0.6942 Remote Similarity NPD6009 Approved
0.6937 Remote Similarity NPD7902 Approved
0.6923 Remote Similarity NPD6014 Approved
0.6923 Remote Similarity NPD6012 Approved
0.6923 Remote Similarity NPD6013 Approved
0.6916 Remote Similarity NPD1695 Approved
0.6911 Remote Similarity NPD6054 Approved
0.6911 Remote Similarity NPD6059 Approved
0.6905 Remote Similarity NPD6616 Approved
0.6885 Remote Similarity NPD7327 Approved
0.6885 Remote Similarity NPD7328 Approved
0.6881 Remote Similarity NPD6399 Phase 3
0.688 Remote Similarity NPD7604 Phase 2
0.6864 Remote Similarity NPD6883 Approved
0.6864 Remote Similarity NPD7102 Approved
0.6864 Remote Similarity NPD7290 Approved
0.6855 Remote Similarity NPD6015 Approved
0.6855 Remote Similarity NPD6921 Approved
0.6855 Remote Similarity NPD6016 Approved
0.6855 Remote Similarity NPD8513 Phase 3
0.6855 Remote Similarity NPD5983 Phase 2
0.685 Remote Similarity NPD7078 Approved
0.685 Remote Similarity NPD8293 Discontinued
0.6838 Remote Similarity NPD6011 Approved
0.6818 Remote Similarity NPD6001 Approved
0.6818 Remote Similarity NPD7748 Approved
0.6807 Remote Similarity NPD6869 Approved
0.6807 Remote Similarity NPD8130 Phase 1
0.6807 Remote Similarity NPD6617 Approved
0.6807 Remote Similarity NPD6847 Approved
0.68 Remote Similarity NPD5988 Approved
0.68 Remote Similarity NPD6370 Approved
0.6797 Remote Similarity NPD7736 Approved
0.6792 Remote Similarity NPD7521 Approved
0.6792 Remote Similarity NPD6409 Approved
0.6792 Remote Similarity NPD7334 Approved
0.6792 Remote Similarity NPD6684 Approved
0.6792 Remote Similarity NPD7146 Approved
0.6792 Remote Similarity NPD5330 Approved
0.6789 Remote Similarity NPD5693 Phase 1
0.6786 Remote Similarity NPD4755 Approved
0.678 Remote Similarity NPD8132 Clinical (unspecified phase)
0.675 Remote Similarity NPD6882 Approved
0.6746 Remote Similarity NPD8328 Phase 3
0.6723 Remote Similarity NPD6371 Approved
0.672 Remote Similarity NPD8296 Approved
0.672 Remote Similarity NPD8380 Approved
0.672 Remote Similarity NPD8378 Approved
0.672 Remote Similarity NPD8517 Approved
0.672 Remote Similarity NPD8516 Approved
0.672 Remote Similarity NPD8335 Approved
0.672 Remote Similarity NPD8379 Approved
0.672 Remote Similarity NPD8033 Approved
0.672 Remote Similarity NPD8515 Approved
0.6696 Remote Similarity NPD5211 Phase 2
0.6667 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4700 Approved
0.6667 Remote Similarity NPD6903 Approved
0.6667 Remote Similarity NPD4696 Approved
0.6667 Remote Similarity NPD5285 Approved
0.6667 Remote Similarity NPD5737 Approved
0.6667 Remote Similarity NPD5286 Approved
0.6667 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6672 Approved
0.6641 Remote Similarity NPD6336 Discontinued
0.664 Remote Similarity NPD8294 Approved
0.664 Remote Similarity NPD8377 Approved
0.6636 Remote Similarity NPD3618 Phase 1
0.6636 Remote Similarity NPD7515 Phase 2
0.661 Remote Similarity NPD6412 Phase 2
0.661 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6607 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6606 Remote Similarity NPD5328 Approved
0.6587 Remote Similarity NPD7503 Approved
0.6585 Remote Similarity NPD6274 Approved
0.6583 Remote Similarity NPD4634 Approved
0.6581 Remote Similarity NPD5141 Approved
0.6579 Remote Similarity NPD5696 Approved
0.6557 Remote Similarity NPD8133 Approved
0.6552 Remote Similarity NPD4633 Approved
0.6552 Remote Similarity NPD5226 Approved
0.6552 Remote Similarity NPD5224 Approved
0.6552 Remote Similarity NPD5225 Approved
0.6549 Remote Similarity NPD4697 Phase 3
0.6529 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6515 Remote Similarity NPD7260 Phase 2
0.6496 Remote Similarity NPD5174 Approved
0.6496 Remote Similarity NPD5175 Approved
0.6491 Remote Similarity NPD6084 Phase 2
0.6491 Remote Similarity NPD6083 Phase 2
0.6486 Remote Similarity NPD6079 Approved
0.6486 Remote Similarity NPD8034 Phase 2
0.6486 Remote Similarity NPD8035 Phase 2
0.6466 Remote Similarity NPD6845 Suspended
0.6466 Remote Similarity NPD1700 Approved
0.6466 Remote Similarity NPD5223 Approved
0.6462 Remote Similarity NPD8074 Phase 3
0.646 Remote Similarity NPD5695 Phase 3
0.6457 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6455 Remote Similarity NPD6673 Approved
0.6455 Remote Similarity NPD6904 Approved
0.6455 Remote Similarity NPD6080 Approved
0.6455 Remote Similarity NPD6051 Approved
0.6429 Remote Similarity NPD4202 Approved
0.6429 Remote Similarity NPD7101 Approved
0.6429 Remote Similarity NPD5779 Approved
0.6429 Remote Similarity NPD7100 Approved
0.6429 Remote Similarity NPD5778 Approved
0.6412 Remote Similarity NPD6033 Approved
0.6404 Remote Similarity NPD5222 Approved
0.6404 Remote Similarity NPD5221 Approved
0.6404 Remote Similarity NPD5220 Clinical (unspecified phase)
0.64 Remote Similarity NPD6317 Approved
0.6396 Remote Similarity NPD7838 Discovery
0.6396 Remote Similarity NPD5207 Approved
0.6387 Remote Similarity NPD4768 Approved
0.6387 Remote Similarity NPD4767 Approved
0.6372 Remote Similarity NPD5282 Discontinued
0.6364 Remote Similarity NPD5208 Approved
0.6356 Remote Similarity NPD4754 Approved
0.6349 Remote Similarity NPD6314 Approved
0.6349 Remote Similarity NPD6313 Approved
0.6349 Remote Similarity NPD6335 Approved
0.6348 Remote Similarity NPD5173 Approved
0.6339 Remote Similarity NPD6411 Approved
0.633 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6328 Remote Similarity NPD6909 Approved
0.6328 Remote Similarity NPD6908 Approved
0.6325 Remote Similarity NPD4159 Approved
0.6296 Remote Similarity NPD3668 Phase 3
0.6281 Remote Similarity NPD4730 Approved
0.6281 Remote Similarity NPD4729 Approved
0.6281 Remote Similarity NPD5128 Approved
0.6262 Remote Similarity NPD3667 Approved
0.625 Remote Similarity NPD5692 Phase 3
0.625 Remote Similarity NPD3168 Discontinued
0.6231 Remote Similarity NPD6067 Discontinued
0.6195 Remote Similarity NPD5281 Approved
0.6195 Remote Similarity NPD7983 Approved
0.6195 Remote Similarity NPD6050 Approved
0.6195 Remote Similarity NPD5284 Approved
0.6195 Remote Similarity NPD7637 Suspended
0.6195 Remote Similarity NPD5694 Approved
0.619 Remote Similarity NPD6868 Approved
0.6182 Remote Similarity NPD6098 Approved
0.6179 Remote Similarity NPD5251 Approved
0.6179 Remote Similarity NPD5248 Approved
0.6179 Remote Similarity NPD5250 Approved
0.6179 Remote Similarity NPD5247 Approved
0.6179 Remote Similarity NPD5249 Phase 3
0.6161 Remote Similarity NPD4753 Phase 2
0.6161 Remote Similarity NPD6101 Approved
0.6161 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6154 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6147 Remote Similarity NPD4786 Approved

Structure

External Identifiers

PubChem CID   71300384
ChEMBL  
ZINC  

Physicochemical Properties

Molecular Weight:  332.16
ALogP:  0.2163
MLogP:  3
XLogP:  1.88
# Rotatable Bonds:  5
Polar Surface Area:  65.13
# H-Bond Aceptor:  5
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  24

Download Data

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