Natural Product: NPC79193

Natural Product ID:  NPC79193
Common Name:   n.a.
IUPAC Name:  
Synonyms:   18,20-Epoxycalotropin
Molecular Formula:   C29H40O10
Standard InCHIKey:  QRNDAKIOYGNEGS-SWOSTJJISA-N
Standard InCHI:  InChI=1S/C29H40O10/c1-15-8-22(31)29(34)24(37-15)38-19-9-16-2-3-18-17(25(16,12-30)10-20(19)39-29)4-6-26-13-36-27(11-23(32)35-14-27)21(26)5-7-28(18,26)33/h12,15-22,24,31,33-34H,2-11,13-14H2,1H3/t15-,16+,17+,18-,19-,20-,21+,22+,24+,25-,26+,27-,28+,29+/m1/s1
Canonical SMILES:  O=C[C@]12C[C@H]3O[C@@]4(O)[C@@H](O)C[C@H](O[C@H]4O[C@@H]3C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]23[C@]1(O)CC[C@@H]3[C@]1(OC2)COC(=O)C1)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
NPO30295 Calotropis gigantea Species Apocynaceae Eukaryota Leaves PMID[16933890]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens IC50 = 1290 nM 20194701
NPT2 Others Unspecified IC50 = 2210 nM 20194701
NPT639 Cell Line NCI-H187 Homo sapiens IC50 = 3640 nM 20308368

  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 NPC79193 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
0.8991 High Similarity NPC469824
0.8929 High Similarity NPC179429
0.8879 High Similarity NPC166079
0.8868 High Similarity NPC107385
0.8785 High Similarity NPC100078
0.8785 High Similarity NPC470167
0.8774 High Similarity NPC470172
0.8739 High Similarity NPC477489
0.8716 High Similarity NPC469826
0.8704 High Similarity NPC215408
0.8704 High Similarity NPC306776
0.8692 High Similarity NPC473406
0.8692 High Similarity NPC471253
0.8673 High Similarity NPC475490
0.8649 High Similarity NPC473062
0.8624 High Similarity NPC203974
0.8598 High Similarity NPC244969
0.8598 High Similarity NPC213528
0.8571 High Similarity NPC472273
0.8571 High Similarity NPC157571
0.8545 High Similarity NPC92890
0.8545 High Similarity NPC202898
0.8545 High Similarity NPC475319
0.8505 High Similarity NPC178853
0.8476 Intermediate Similarity NPC475765
0.8476 Intermediate Similarity NPC475785
0.8468 Intermediate Similarity NPC236753
0.8468 Intermediate Similarity NPC87393
0.8468 Intermediate Similarity NPC92297
0.8468 Intermediate Similarity NPC220836
0.8468 Intermediate Similarity NPC233433
0.8468 Intermediate Similarity NPC473817
0.8468 Intermediate Similarity NPC228190
0.8468 Intermediate Similarity NPC94086
0.8468 Intermediate Similarity NPC273002
0.844 Intermediate Similarity NPC469827
0.8426 Intermediate Similarity NPC471254
0.8411 Intermediate Similarity NPC20028
0.8407 Intermediate Similarity NPC477492
0.8396 Intermediate Similarity NPC471241
0.8393 Intermediate Similarity NPC66513
0.8393 Intermediate Similarity NPC470622
0.8381 Intermediate Similarity NPC215570
0.8333 Intermediate Similarity NPC108227
0.8333 Intermediate Similarity NPC102619
0.8333 Intermediate Similarity NPC472081
0.8333 Intermediate Similarity NPC475574
0.8333 Intermediate Similarity NPC477172
0.8333 Intermediate Similarity NPC476512
0.8304 Intermediate Similarity NPC469825
0.8302 Intermediate Similarity NPC116683
0.8302 Intermediate Similarity NPC203434
0.8302 Intermediate Similarity NPC237071
0.8302 Intermediate Similarity NPC238796
0.8273 Intermediate Similarity NPC88469
0.8257 Intermediate Similarity NPC80640
0.8257 Intermediate Similarity NPC310031
0.8257 Intermediate Similarity NPC310138
0.8257 Intermediate Similarity NPC80191
0.8257 Intermediate Similarity NPC114700
0.8257 Intermediate Similarity NPC470029
0.8257 Intermediate Similarity NPC134967
0.823 Intermediate Similarity NPC471431
0.8214 Intermediate Similarity NPC207693
0.8214 Intermediate Similarity NPC472079
0.8208 Intermediate Similarity NPC94582
0.8208 Intermediate Similarity NPC57964
0.8198 Intermediate Similarity NPC158367
0.8198 Intermediate Similarity NPC158051
0.8198 Intermediate Similarity NPC119628
0.819 Intermediate Similarity NPC182740
0.819 Intermediate Similarity NPC211845
0.819 Intermediate Similarity NPC256104
0.819 Intermediate Similarity NPC122083
0.8182 Intermediate Similarity NPC476837
0.8182 Intermediate Similarity NPC139181
0.8182 Intermediate Similarity NPC34562
0.8182 Intermediate Similarity NPC97260
0.8182 Intermediate Similarity NPC273962
0.8174 Intermediate Similarity NPC97002
0.8158 Intermediate Similarity NPC272242
0.8148 Intermediate Similarity NPC472144
0.8148 Intermediate Similarity NPC292775
0.8142 Intermediate Similarity NPC22709
0.8142 Intermediate Similarity NPC227879
0.8142 Intermediate Similarity NPC208333
0.8131 Intermediate Similarity NPC296936
0.8131 Intermediate Similarity NPC193785
0.8125 Intermediate Similarity NPC475630
0.8125 Intermediate Similarity NPC475234
0.8125 Intermediate Similarity NPC40716
0.8125 Intermediate Similarity NPC126753
0.8125 Intermediate Similarity NPC138219
0.8113 Intermediate Similarity NPC45959
0.8113 Intermediate Similarity NPC252253
0.8108 Intermediate Similarity NPC267637
0.8103 Intermediate Similarity NPC477465
0.8103 Intermediate Similarity NPC470116
0.8103 Intermediate Similarity NPC470115
0.8095 Intermediate Similarity NPC475878
0.8073 Intermediate Similarity NPC41843
0.8073 Intermediate Similarity NPC80417
0.807 Intermediate Similarity NPC106760
0.8065 Intermediate Similarity NPC253456
0.8065 Intermediate Similarity NPC159338
0.8065 Intermediate Similarity NPC16569
0.8056 Intermediate Similarity NPC477223
0.8056 Intermediate Similarity NPC477222
0.8056 Intermediate Similarity NPC470591
0.8056 Intermediate Similarity NPC472145
0.8053 Intermediate Similarity NPC471626
0.8053 Intermediate Similarity NPC231566
0.8053 Intermediate Similarity NPC473688
0.8053 Intermediate Similarity NPC262567
0.8037 Intermediate Similarity NPC21897
0.8036 Intermediate Similarity NPC184805
0.8036 Intermediate Similarity NPC273189
0.8034 Intermediate Similarity NPC88945
0.8034 Intermediate Similarity NPC137414
0.8019 Intermediate Similarity NPC88962
0.8019 Intermediate Similarity NPC149400
0.8019 Intermediate Similarity NPC161035
0.8019 Intermediate Similarity NPC144790
0.8 Intermediate Similarity NPC11035
0.8 Intermediate Similarity NPC42670
0.8 Intermediate Similarity NPC93416
0.8 Intermediate Similarity NPC476838
0.8 Intermediate Similarity NPC19124
0.8 Intermediate Similarity NPC476839
0.7984 Intermediate Similarity NPC91
0.7982 Intermediate Similarity NPC253995
0.7967 Intermediate Similarity NPC2757
0.7966 Intermediate Similarity NPC156651
0.7966 Intermediate Similarity NPC473304
0.7965 Intermediate Similarity NPC471430
0.7963 Intermediate Similarity NPC476510
0.7963 Intermediate Similarity NPC476728
0.7963 Intermediate Similarity NPC142264
0.7963 Intermediate Similarity NPC121453
0.7963 Intermediate Similarity NPC304011
0.7963 Intermediate Similarity NPC139271
0.7944 Intermediate Similarity NPC174024
0.7944 Intermediate Similarity NPC3538
0.7944 Intermediate Similarity NPC291547
0.7944 Intermediate Similarity NPC477224
0.7944 Intermediate Similarity NPC179859
0.7944 Intermediate Similarity NPC312678
0.7944 Intermediate Similarity NPC24960
0.7944 Intermediate Similarity NPC473851
0.7944 Intermediate Similarity NPC253268
0.7944 Intermediate Similarity NPC131693
0.7944 Intermediate Similarity NPC113500
0.7944 Intermediate Similarity NPC222731
0.7944 Intermediate Similarity NPC294686
0.7944 Intermediate Similarity NPC473774
0.7944 Intermediate Similarity NPC475436
0.7937 Intermediate Similarity NPC247190
0.7937 Intermediate Similarity NPC477709
0.7937 Intermediate Similarity NPC104585
0.7937 Intermediate Similarity NPC146857
0.7937 Intermediate Similarity NPC469749
0.7937 Intermediate Similarity NPC225385
0.7937 Intermediate Similarity NPC88668
0.7937 Intermediate Similarity NPC116075
0.7937 Intermediate Similarity NPC476221
0.7937 Intermediate Similarity NPC32793
0.7937 Intermediate Similarity NPC298783
0.7937 Intermediate Similarity NPC157817
0.7931 Intermediate Similarity NPC470543
0.7931 Intermediate Similarity NPC243572
0.7925 Intermediate Similarity NPC5632
0.7925 Intermediate Similarity NPC307167
0.7925 Intermediate Similarity NPC210759
0.7925 Intermediate Similarity NPC149966
0.7925 Intermediate Similarity NPC229801
0.7913 Intermediate Similarity NPC98633
0.7909 Intermediate Similarity NPC470030
0.7899 Intermediate Similarity NPC469822
0.7895 Intermediate Similarity NPC224414
0.7895 Intermediate Similarity NPC230888
0.7891 Intermediate Similarity NPC59288
0.7891 Intermediate Similarity NPC477236
0.789 Intermediate Similarity NPC470028
0.789 Intermediate Similarity NPC210157
0.789 Intermediate Similarity NPC266417
0.789 Intermediate Similarity NPC233649
0.7881 Intermediate Similarity NPC229752
0.7874 Intermediate Similarity NPC329636
0.787 Intermediate Similarity NPC92196
0.787 Intermediate Similarity NPC474399
0.787 Intermediate Similarity NPC305808
0.7863 Intermediate Similarity NPC146563
0.7863 Intermediate Similarity NPC285086
0.7863 Intermediate Similarity NPC132668
0.7857 Intermediate Similarity NPC42206
0.7851 Intermediate Similarity NPC470478
0.785 Intermediate Similarity NPC472232
0.785 Intermediate Similarity NPC234352
0.785 Intermediate Similarity NPC476189
0.785 Intermediate Similarity NPC325828

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC79193 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
0.8611 High Similarity NPD8170 Clinical (unspecified phase)
0.785 Intermediate Similarity NPD8171 Discontinued
0.784 Intermediate Similarity NPD7319 Approved
0.7742 Intermediate Similarity NPD7507 Approved
0.7563 Intermediate Similarity NPD8133 Approved
0.7522 Intermediate Similarity NPD1700 Approved
0.7521 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7344 Intermediate Similarity NPD7736 Approved
0.7328 Intermediate Similarity NPD4056 Clinical (unspecified phase)
0.7328 Intermediate Similarity NPD4057 Clinical (unspecified phase)
0.7227 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7165 Intermediate Similarity NPD8328 Phase 3
0.7132 Intermediate Similarity NPD8293 Discontinued
0.7087 Intermediate Similarity NPD6370 Approved
0.7063 Intermediate Similarity NPD8294 Approved
0.7063 Intermediate Similarity NPD8377 Approved
0.7048 Intermediate Similarity NPD6928 Phase 2
0.7008 Intermediate Similarity NPD8296 Approved
0.7008 Intermediate Similarity NPD8335 Approved
0.7008 Intermediate Similarity NPD8380 Approved
0.7008 Intermediate Similarity NPD8378 Approved
0.7008 Intermediate Similarity NPD8379 Approved
0.7008 Intermediate Similarity NPD8033 Approved
0.7 Intermediate Similarity NPD7078 Approved
0.6984 Remote Similarity NPD7516 Approved
0.6977 Remote Similarity NPD7492 Approved
0.6929 Remote Similarity NPD6054 Approved
0.6929 Remote Similarity NPD6059 Approved
0.6923 Remote Similarity NPD6616 Approved
0.6905 Remote Similarity NPD7327 Approved
0.6905 Remote Similarity NPD7328 Approved
0.688 Remote Similarity NPD6940 Discontinued
0.686 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6857 Remote Similarity NPD6115 Approved
0.6857 Remote Similarity NPD6697 Approved
0.6857 Remote Similarity NPD6118 Approved
0.6857 Remote Similarity NPD6114 Approved
0.6777 Remote Similarity NPD6412 Phase 2
0.6762 Remote Similarity NPD6116 Phase 1
0.6744 Remote Similarity NPD6015 Approved
0.6744 Remote Similarity NPD6016 Approved
0.6697 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6697 Remote Similarity NPD3669 Approved
0.6692 Remote Similarity NPD5988 Approved
0.6667 Remote Similarity NPD1780 Approved
0.6667 Remote Similarity NPD1779 Approved
0.6667 Remote Similarity NPD6319 Approved
0.6667 Remote Similarity NPD6117 Approved
0.6615 Remote Similarity NPD8515 Approved
0.6615 Remote Similarity NPD8516 Approved
0.6615 Remote Similarity NPD8517 Approved
0.6615 Remote Similarity NPD8513 Phase 3
0.6571 Remote Similarity NPD3702 Approved
0.6508 Remote Similarity NPD6882 Approved
0.6489 Remote Similarity NPD7503 Approved
0.6476 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6444 Remote Similarity NPD6033 Approved
0.6434 Remote Similarity NPD6009 Approved
0.6415 Remote Similarity NPD3703 Phase 2
0.64 Remote Similarity NPD6373 Approved
0.64 Remote Similarity NPD6372 Approved
0.6379 Remote Similarity NPD8034 Phase 2
0.6379 Remote Similarity NPD8035 Phase 2
0.6378 Remote Similarity NPD8297 Approved
0.6364 Remote Similarity NPD6921 Approved
0.6328 Remote Similarity NPD4632 Approved
0.632 Remote Similarity NPD6686 Approved
0.632 Remote Similarity NPD7320 Approved
0.6311 Remote Similarity NPD8138 Approved
0.6311 Remote Similarity NPD8082 Approved
0.6311 Remote Similarity NPD8083 Approved
0.6311 Remote Similarity NPD8084 Approved
0.6311 Remote Similarity NPD8139 Approved
0.6311 Remote Similarity NPD8085 Approved
0.6311 Remote Similarity NPD8086 Approved
0.6299 Remote Similarity NPD6649 Approved
0.6299 Remote Similarity NPD6650 Approved
0.629 Remote Similarity NPD6402 Approved
0.629 Remote Similarity NPD6675 Approved
0.629 Remote Similarity NPD5739 Approved
0.629 Remote Similarity NPD7128 Approved
0.629 Remote Similarity NPD6008 Approved
0.626 Remote Similarity NPD8275 Approved
0.626 Remote Similarity NPD8276 Approved
0.6218 Remote Similarity NPD7991 Discontinued
0.621 Remote Similarity NPD8081 Approved
0.619 Remote Similarity NPD6881 Approved
0.619 Remote Similarity NPD6899 Approved
0.616 Remote Similarity NPD8393 Approved
0.6148 Remote Similarity NPD6067 Discontinued
0.614 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6132 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6132 Remote Similarity NPD5777 Approved
0.6132 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6111 Remote Similarity NPD5697 Approved
0.6111 Remote Similarity NPD5701 Approved
0.6095 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6094 Remote Similarity NPD4634 Approved
0.6094 Remote Similarity NPD7102 Approved
0.6094 Remote Similarity NPD6883 Approved
0.6094 Remote Similarity NPD7290 Approved
0.6091 Remote Similarity NPD4238 Approved
0.6091 Remote Similarity NPD4802 Phase 2
0.6061 Remote Similarity NPD7115 Discovery
0.6047 Remote Similarity NPD6869 Approved
0.6047 Remote Similarity NPD6847 Approved
0.6047 Remote Similarity NPD6617 Approved
0.6047 Remote Similarity NPD8130 Phase 1
0.604 Remote Similarity NPD7625 Phase 1
0.6038 Remote Similarity NPD4245 Approved
0.6038 Remote Similarity NPD4244 Approved
0.6036 Remote Similarity NPD7329 Approved
0.6029 Remote Similarity NPD7604 Phase 2
0.6019 Remote Similarity NPD1810 Approved
0.6019 Remote Similarity NPD1811 Approved
0.6016 Remote Similarity NPD6012 Approved
0.6016 Remote Similarity NPD6014 Approved
0.6016 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6016 Remote Similarity NPD6013 Approved
0.6 Remote Similarity NPD5983 Phase 2
0.5984 Remote Similarity NPD8307 Discontinued
0.5984 Remote Similarity NPD8140 Approved
0.5969 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5943 Remote Similarity NPD3700 Clinical (unspecified phase)
0.5943 Remote Similarity NPD3698 Phase 2
0.5943 Remote Similarity NPD3699 Clinical (unspecified phase)
0.5942 Remote Similarity NPD6336 Discontinued
0.5938 Remote Similarity NPD6011 Approved
0.5935 Remote Similarity NPD7638 Approved
0.5926 Remote Similarity NPD3181 Approved
0.5923 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5899 Remote Similarity NPD8074 Phase 3
0.5891 Remote Similarity NPD8306 Approved
0.5891 Remote Similarity NPD8305 Approved
0.5888 Remote Similarity NPD7532 Clinical (unspecified phase)
0.5887 Remote Similarity NPD7640 Approved
0.5887 Remote Similarity NPD7639 Approved
0.5854 Remote Similarity NPD4755 Approved
0.5849 Remote Similarity NPD5361 Clinical (unspecified phase)
0.5849 Remote Similarity NPD5360 Phase 3
0.5846 Remote Similarity NPD8087 Discontinued
0.5833 Remote Similarity NPD6081 Approved
0.5802 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5794 Remote Similarity NPD7632 Discontinued
0.5785 Remote Similarity NPD6399 Phase 3
0.5775 Remote Similarity NPD5956 Approved
0.5766 Remote Similarity NPD6291 Clinical (unspecified phase)
0.576 Remote Similarity NPD4696 Approved
0.576 Remote Similarity NPD5285 Approved
0.576 Remote Similarity NPD8418 Phase 2
0.576 Remote Similarity NPD5286 Approved
0.576 Remote Similarity NPD4700 Approved
0.5746 Remote Similarity NPD6274 Approved
0.5741 Remote Similarity NPD2687 Approved
0.5741 Remote Similarity NPD2254 Approved
0.5741 Remote Similarity NPD2686 Approved
0.5741 Remote Similarity NPD4789 Approved
0.5736 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5735 Remote Similarity NPD7100 Approved
0.5735 Remote Similarity NPD7101 Approved
0.5726 Remote Similarity NPD7902 Approved
0.5726 Remote Similarity NPD6083 Phase 2
0.5726 Remote Similarity NPD6084 Phase 2
0.5704 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5701 Remote Similarity NPD229 Approved
0.5694 Remote Similarity NPD8449 Approved
0.5691 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5689 Remote Similarity NPD7799 Discontinued
0.5669 Remote Similarity NPD5224 Approved
0.5669 Remote Similarity NPD4633 Approved
0.5669 Remote Similarity NPD5211 Phase 2
0.5669 Remote Similarity NPD5226 Approved
0.5669 Remote Similarity NPD5225 Approved
0.5662 Remote Similarity NPD6335 Approved
0.566 Remote Similarity NPD4224 Phase 2
0.5659 Remote Similarity NPD4767 Approved
0.5659 Remote Similarity NPD4768 Approved
0.5655 Remote Similarity NPD8450 Suspended
0.5652 Remote Similarity NPD6909 Approved
0.5652 Remote Similarity NPD6908 Approved
0.5645 Remote Similarity NPD4697 Phase 3
0.5643 Remote Similarity NPD8342 Approved
0.5643 Remote Similarity NPD8299 Approved
0.5643 Remote Similarity NPD8340 Approved
0.5643 Remote Similarity NPD8341 Approved
0.5639 Remote Similarity NPD6053 Discontinued
0.5634 Remote Similarity NPD8337 Approved
0.5634 Remote Similarity NPD8336 Approved
0.5625 Remote Similarity NPD5175 Approved
0.5625 Remote Similarity NPD5174 Approved
0.561 Remote Similarity NPD7748 Approved
0.5607 Remote Similarity NPD898 Approved
0.5607 Remote Similarity NPD897 Approved
0.5607 Remote Similarity NPD896 Approved
0.5603 Remote Similarity NPD8451 Approved

Structure

External Identifiers

PubChem CID   44583860
ChEMBL   CHEMBL509632
ZINC  

Physicochemical Properties

Molecular Weight:  548.26
ALogP:  -2.8407
MLogP:  3.55
XLogP:  1.286
# Rotatable Bonds:  5
Polar Surface Area:  140.98
# H-Bond Aceptor:  10
# H-Bond Donor:  3
# Rings:  8
# Heavy Atoms:  39

Download Data

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