Natural Product: NPC100390

Natural Product ID:  NPC100390
Common Name:   Physalin D
IUPAC Name:  
Synonyms:   Physalin D
Molecular Formula:   C28H32O11
Standard InCHIKey:  DUGJJSWZRHBJJK-IGRMCQLTSA-N
Standard InCHI:  InChI=1S/C28H32O11/c1-22-10-17-24(3)28-18(22)19(31)27(39-28,36-11-14(22)20(32)37-17)13-9-16(30)25(34)7-4-5-15(29)23(25,2)12(13)6-8-26(28,35)21(33)38-24/h4-5,12-14,16-18,30,34-35H,6-11H2,1-3H3/t12-,13+,14-,16+,17+,18-,22+,23-,24-,25-,26+,27-,28-/m0/s1
Canonical SMILES:  O=C1O[C@@H]2C[C@@]3([C@H]1CO[C@]14C(=O)[C@@H]3[C@@]3([C@@]2(C)OC(=O)[C@]3(O)CC[C@H]2[C@H]4C[C@@H](O)[C@@]3([C@]2(C)C(=O)C=CC3)O)O1)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
NPO14304 Physalis alkekengi Species Solanaceae Eukaryota TM-MC*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT858 Cell Line LNCaP Homo sapiens EC50 = 1.3 ug/ml 17580910
NPT91 Cell Line KB Homo sapiens EC50 = 1.2 ug/ml 17580910
NPT2 Others Unspecified EC50 = 7 ug/ml 17580910
NPT762 Cell Line A-431 Homo sapiens EC50 = 1.4 ug/ml 17580910
NPT81 Cell Line A549 Homo sapiens EC50 = 1.6 ug/ml 17580910
NPT180 Cell Line HCT-8 Homo sapiens EC50 = 1.2 ug/ml 17580910
NPT306 Cell Line PC-3 Homo sapiens EC50 = 1.6 ug/ml 17580910
NPT133 Cell Line ZR-75-1 Homo sapiens EC50 = 0.4 ug/ml 17580910
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 55000 nM 21954931
NPT2 Others Unspecified LC50 = 570000 nM 21954931
NPT474 Organism Plasmodium berghei Plasmodium berghei Activity = 65 % 21954931
NPT474 Organism Plasmodium berghei Plasmodium berghei Activity = 25 % 21954931

  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 NPC100390 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
1.0 High Similarity NPC254614
0.9672 High Similarity NPC6274
0.9672 High Similarity NPC33378
0.9672 High Similarity NPC254146
0.9587 High Similarity NPC188291
0.9508 High Similarity NPC264192
0.9365 High Similarity NPC243014
0.92 High Similarity NPC102316
0.9055 High Similarity NPC242486
0.9055 High Similarity NPC15215
0.8976 High Similarity NPC168879
0.8926 High Similarity NPC469488
0.8843 High Similarity NPC17772
0.8843 High Similarity NPC297179
0.877 High Similarity NPC470777
0.8689 High Similarity NPC204552
0.8689 High Similarity NPC188667
0.8678 High Similarity NPC40632
0.8678 High Similarity NPC152199
0.8678 High Similarity NPC328374
0.8678 High Similarity NPC235539
0.8678 High Similarity NPC251236
0.8678 High Similarity NPC96312
0.8678 High Similarity NPC134869
0.8661 High Similarity NPC475636
0.8661 High Similarity NPC295220
0.8629 High Similarity NPC477046
0.8629 High Similarity NPC102822
0.8607 High Similarity NPC470854
0.8607 High Similarity NPC122033
0.8607 High Similarity NPC287343
0.8607 High Similarity NPC97908
0.8607 High Similarity NPC474654
0.8595 High Similarity NPC18547
0.8595 High Similarity NPC474906
0.8595 High Similarity NPC473798
0.8594 High Similarity NPC54614
0.8594 High Similarity NPC309096
0.8571 High Similarity NPC24651
0.8571 High Similarity NPC470922
0.8548 High Similarity NPC112038
0.8525 High Similarity NPC173686
0.8525 High Similarity NPC207217
0.8525 High Similarity NPC16081
0.8512 High Similarity NPC49451
0.8492 Intermediate Similarity NPC67251
0.8492 Intermediate Similarity NPC227397
0.8492 Intermediate Similarity NPC105926
0.8492 Intermediate Similarity NPC265557
0.8492 Intermediate Similarity NPC18945
0.8492 Intermediate Similarity NPC91693
0.8443 Intermediate Similarity NPC45218
0.8443 Intermediate Similarity NPC143268
0.8443 Intermediate Similarity NPC323821
0.8443 Intermediate Similarity NPC268238
0.843 Intermediate Similarity NPC289312
0.843 Intermediate Similarity NPC11252
0.843 Intermediate Similarity NPC474516
0.8425 Intermediate Similarity NPC473255
0.8425 Intermediate Similarity NPC476729
0.8421 Intermediate Similarity NPC596
0.8413 Intermediate Similarity NPC312833
0.84 Intermediate Similarity NPC109607
0.84 Intermediate Similarity NPC107338
0.8387 Intermediate Similarity NPC470776
0.8361 Intermediate Similarity NPC198539
0.8361 Intermediate Similarity NPC7921
0.8361 Intermediate Similarity NPC208998
0.8359 Intermediate Similarity NPC87662
0.8347 Intermediate Similarity NPC201992
0.8346 Intermediate Similarity NPC141215
0.8346 Intermediate Similarity NPC471089
0.8346 Intermediate Similarity NPC190065
0.8333 Intermediate Similarity NPC275675
0.8333 Intermediate Similarity NPC470779
0.832 Intermediate Similarity NPC475775
0.832 Intermediate Similarity NPC268958
0.832 Intermediate Similarity NPC476529
0.8295 Intermediate Similarity NPC470882
0.8284 Intermediate Similarity NPC295885
0.8284 Intermediate Similarity NPC140045
0.8271 Intermediate Similarity NPC262813
0.8264 Intermediate Similarity NPC474567
0.824 Intermediate Similarity NPC251310
0.8226 Intermediate Similarity NPC474734
0.8226 Intermediate Similarity NPC474046
0.8226 Intermediate Similarity NPC470628
0.8226 Intermediate Similarity NPC259306
0.8217 Intermediate Similarity NPC225049
0.8217 Intermediate Similarity NPC285091
0.8217 Intermediate Similarity NPC181999
0.8211 Intermediate Similarity NPC51978
0.8209 Intermediate Similarity NPC251998
0.8197 Intermediate Similarity NPC146945
0.8197 Intermediate Similarity NPC171888
0.8175 Intermediate Similarity NPC279143
0.8175 Intermediate Similarity NPC127530
0.8175 Intermediate Similarity NPC473920
0.816 Intermediate Similarity NPC176513
0.816 Intermediate Similarity NPC470775
0.816 Intermediate Similarity NPC309433
0.816 Intermediate Similarity NPC477116
0.816 Intermediate Similarity NPC27999
0.816 Intermediate Similarity NPC473590
0.8154 Intermediate Similarity NPC476008
0.8154 Intermediate Similarity NPC470780
0.8154 Intermediate Similarity NPC473265
0.8145 Intermediate Similarity NPC470919
0.8145 Intermediate Similarity NPC469877
0.8145 Intermediate Similarity NPC243354
0.813 Intermediate Similarity NPC205534
0.813 Intermediate Similarity NPC90769
0.8125 Intermediate Similarity NPC471965
0.812 Intermediate Similarity NPC478151
0.8106 Intermediate Similarity NPC476855
0.8106 Intermediate Similarity NPC476852
0.8099 Intermediate Similarity NPC293850
0.8092 Intermediate Similarity NPC473620
0.808 Intermediate Similarity NPC190185
0.808 Intermediate Similarity NPC213084
0.8077 Intermediate Similarity NPC174367
0.8077 Intermediate Similarity NPC477745
0.8077 Intermediate Similarity NPC47113
0.8065 Intermediate Similarity NPC320118
0.8065 Intermediate Similarity NPC194273
0.8062 Intermediate Similarity NPC262199
0.8062 Intermediate Similarity NPC202666
0.8062 Intermediate Similarity NPC471961
0.8062 Intermediate Similarity NPC471964
0.8062 Intermediate Similarity NPC14617
0.8062 Intermediate Similarity NPC478066
0.8049 Intermediate Similarity NPC471243
0.8047 Intermediate Similarity NPC75417
0.8045 Intermediate Similarity NPC180902
0.8045 Intermediate Similarity NPC478150
0.8045 Intermediate Similarity NPC478152
0.8045 Intermediate Similarity NPC478154
0.8045 Intermediate Similarity NPC475139
0.8045 Intermediate Similarity NPC471855
0.8045 Intermediate Similarity NPC478153
0.8033 Intermediate Similarity NPC474242
0.8033 Intermediate Similarity NPC27814
0.8031 Intermediate Similarity NPC319570
0.803 Intermediate Similarity NPC476854
0.803 Intermediate Similarity NPC470880
0.803 Intermediate Similarity NPC476851
0.8017 Intermediate Similarity NPC144854
0.8017 Intermediate Similarity NPC3316
0.8016 Intermediate Similarity NPC146432
0.8016 Intermediate Similarity NPC473968
0.8016 Intermediate Similarity NPC470778
0.8015 Intermediate Similarity NPC473253
0.8015 Intermediate Similarity NPC305496
0.8 Intermediate Similarity NPC471962
0.8 Intermediate Similarity NPC177820
0.8 Intermediate Similarity NPC247315
0.8 Intermediate Similarity NPC30188
0.8 Intermediate Similarity NPC470477
0.8 Intermediate Similarity NPC117712
0.8 Intermediate Similarity NPC471963
0.8 Intermediate Similarity NPC299849
0.7984 Intermediate Similarity NPC235438
0.7984 Intermediate Similarity NPC107966
0.7984 Intermediate Similarity NPC40775
0.7984 Intermediate Similarity NPC302146
0.7984 Intermediate Similarity NPC249848
0.797 Intermediate Similarity NPC478155
0.797 Intermediate Similarity NPC477197
0.797 Intermediate Similarity NPC264566
0.797 Intermediate Similarity NPC476863
0.797 Intermediate Similarity NPC329993
0.797 Intermediate Similarity NPC476862
0.797 Intermediate Similarity NPC478065
0.797 Intermediate Similarity NPC172374
0.797 Intermediate Similarity NPC301639
0.797 Intermediate Similarity NPC475167
0.797 Intermediate Similarity NPC476074
0.797 Intermediate Similarity NPC25998
0.797 Intermediate Similarity NPC134914
0.797 Intermediate Similarity NPC262796
0.797 Intermediate Similarity NPC475377
0.797 Intermediate Similarity NPC45346
0.797 Intermediate Similarity NPC173435
0.797 Intermediate Similarity NPC478064
0.7955 Intermediate Similarity NPC473888
0.7955 Intermediate Similarity NPC476859
0.7953 Intermediate Similarity NPC106644
0.7953 Intermediate Similarity NPC286347
0.7953 Intermediate Similarity NPC21326
0.7953 Intermediate Similarity NPC318751
0.7951 Intermediate Similarity NPC277017
0.7951 Intermediate Similarity NPC192813
0.7951 Intermediate Similarity NPC154608
0.7939 Intermediate Similarity NPC181066
0.7939 Intermediate Similarity NPC217901
0.7939 Intermediate Similarity NPC469947
0.7937 Intermediate Similarity NPC89929
0.7937 Intermediate Similarity NPC270478
0.7934 Intermediate Similarity NPC181357
0.7926 Intermediate Similarity NPC223356

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC100390 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
0.814 Intermediate Similarity NPD7492 Approved
0.811 Intermediate Similarity NPD6054 Approved
0.8092 Intermediate Similarity NPD7736 Approved
0.8077 Intermediate Similarity NPD6616 Approved
0.8062 Intermediate Similarity NPD8328 Phase 3
0.8015 Intermediate Similarity NPD7078 Approved
0.7984 Intermediate Similarity NPD6370 Approved
0.7907 Intermediate Similarity NPD6015 Approved
0.7907 Intermediate Similarity NPD6016 Approved
0.7846 Intermediate Similarity NPD5988 Approved
0.7829 Intermediate Similarity NPD6319 Approved
0.7829 Intermediate Similarity NPD6059 Approved
0.7744 Intermediate Similarity NPD8293 Discontinued
0.7734 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7698 Intermediate Similarity NPD6882 Approved
0.7661 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7597 Intermediate Similarity NPD6009 Approved
0.7559 Intermediate Similarity NPD8297 Approved
0.75 Intermediate Similarity NPD7319 Approved
0.748 Intermediate Similarity NPD6649 Approved
0.748 Intermediate Similarity NPD6650 Approved
0.7381 Intermediate Similarity NPD6881 Approved
0.7381 Intermediate Similarity NPD6899 Approved
0.7364 Intermediate Similarity NPD4632 Approved
0.7323 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7323 Intermediate Similarity NPD6372 Approved
0.7323 Intermediate Similarity NPD6373 Approved
0.7302 Intermediate Similarity NPD5697 Approved
0.7299 Intermediate Similarity NPD6033 Approved
0.7279 Intermediate Similarity NPD7507 Approved
0.7266 Intermediate Similarity NPD7102 Approved
0.7266 Intermediate Similarity NPD7290 Approved
0.7266 Intermediate Similarity NPD6883 Approved
0.7244 Intermediate Similarity NPD7320 Approved
0.7222 Intermediate Similarity NPD5739 Approved
0.7222 Intermediate Similarity NPD6402 Approved
0.7222 Intermediate Similarity NPD7128 Approved
0.7222 Intermediate Similarity NPD6675 Approved
0.7209 Intermediate Similarity NPD6617 Approved
0.7209 Intermediate Similarity NPD8130 Phase 1
0.7209 Intermediate Similarity NPD6847 Approved
0.7209 Intermediate Similarity NPD6869 Approved
0.7197 Intermediate Similarity NPD7115 Discovery
0.7188 Intermediate Similarity NPD6014 Approved
0.7188 Intermediate Similarity NPD6013 Approved
0.7188 Intermediate Similarity NPD6012 Approved
0.7165 Intermediate Similarity NPD6412 Phase 2
0.7132 Intermediate Similarity NPD7604 Phase 2
0.7132 Intermediate Similarity NPD4634 Approved
0.7111 Intermediate Similarity NPD8513 Phase 3
0.7111 Intermediate Similarity NPD8516 Approved
0.7111 Intermediate Similarity NPD6921 Approved
0.7111 Intermediate Similarity NPD8517 Approved
0.7111 Intermediate Similarity NPD5983 Phase 2
0.7111 Intermediate Similarity NPD8515 Approved
0.7109 Intermediate Similarity NPD6011 Approved
0.7109 Intermediate Similarity NPD6686 Approved
0.7031 Intermediate Similarity NPD5701 Approved
0.7029 Intermediate Similarity NPD6336 Discontinued
0.6963 Remote Similarity NPD7516 Approved
0.6953 Remote Similarity NPD6008 Approved
0.6889 Remote Similarity NPD7327 Approved
0.6889 Remote Similarity NPD7328 Approved
0.6838 Remote Similarity NPD7100 Approved
0.6838 Remote Similarity NPD7101 Approved
0.6831 Remote Similarity NPD5956 Approved
0.6825 Remote Similarity NPD4696 Approved
0.6825 Remote Similarity NPD5285 Approved
0.6825 Remote Similarity NPD5286 Approved
0.6818 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6794 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6765 Remote Similarity NPD6335 Approved
0.6746 Remote Similarity NPD4225 Approved
0.6746 Remote Similarity NPD5696 Approved
0.6742 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6741 Remote Similarity NPD6274 Approved
0.6739 Remote Similarity NPD7503 Approved
0.6739 Remote Similarity NPD8379 Approved
0.6739 Remote Similarity NPD8378 Approved
0.6739 Remote Similarity NPD8033 Approved
0.6739 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6739 Remote Similarity NPD8335 Approved
0.6739 Remote Similarity NPD8296 Approved
0.6739 Remote Similarity NPD8380 Approved
0.6738 Remote Similarity NPD8074 Phase 3
0.6719 Remote Similarity NPD5226 Approved
0.6719 Remote Similarity NPD4633 Approved
0.6719 Remote Similarity NPD5224 Approved
0.6719 Remote Similarity NPD5211 Phase 2
0.6719 Remote Similarity NPD5225 Approved
0.6694 Remote Similarity NPD5282 Discontinued
0.6692 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6691 Remote Similarity NPD6317 Approved
0.6667 Remote Similarity NPD7260 Phase 2
0.6667 Remote Similarity NPD6083 Phase 2
0.6667 Remote Similarity NPD6084 Phase 2
0.6667 Remote Similarity NPD8377 Approved
0.6667 Remote Similarity NPD8294 Approved
0.6667 Remote Similarity NPD5175 Approved
0.6667 Remote Similarity NPD5174 Approved
0.6667 Remote Similarity NPD7902 Approved
0.6667 Remote Similarity NPD4755 Approved
0.6642 Remote Similarity NPD6313 Approved
0.6642 Remote Similarity NPD6314 Approved
0.6641 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6641 Remote Similarity NPD5223 Approved
0.6618 Remote Similarity NPD6868 Approved
0.6615 Remote Similarity NPD5141 Approved
0.6612 Remote Similarity NPD3573 Approved
0.6593 Remote Similarity NPD8133 Approved
0.6591 Remote Similarity NPD4729 Approved
0.6591 Remote Similarity NPD4730 Approved
0.6587 Remote Similarity NPD5221 Approved
0.6587 Remote Similarity NPD5222 Approved
0.6587 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6562 Remote Similarity NPD4700 Approved
0.656 Remote Similarity NPD7748 Approved
0.6554 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6535 Remote Similarity NPD5173 Approved
0.6532 Remote Similarity NPD7515 Phase 2
0.6532 Remote Similarity NPD6079 Approved
0.6532 Remote Similarity NPD6411 Approved
0.6525 Remote Similarity NPD6067 Discontinued
0.6515 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6508 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6508 Remote Similarity NPD4629 Approved
0.6508 Remote Similarity NPD5210 Approved
0.6507 Remote Similarity NPD8338 Approved
0.6507 Remote Similarity NPD6845 Suspended
0.65 Remote Similarity NPD6909 Approved
0.65 Remote Similarity NPD6908 Approved
0.6493 Remote Similarity NPD5251 Approved
0.6493 Remote Similarity NPD5249 Phase 3
0.6493 Remote Similarity NPD5247 Approved
0.6493 Remote Similarity NPD5248 Approved
0.6493 Remote Similarity NPD5250 Approved
0.648 Remote Similarity NPD6399 Phase 3
0.6457 Remote Similarity NPD4697 Phase 3
0.6439 Remote Similarity NPD4768 Approved
0.6439 Remote Similarity NPD4767 Approved
0.6429 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6429 Remote Similarity NPD7900 Approved
0.6416 Remote Similarity NPD8407 Phase 2
0.64 Remote Similarity NPD6334 Approved
0.64 Remote Similarity NPD6333 Approved
0.6397 Remote Similarity NPD6053 Discontinued
0.6391 Remote Similarity NPD7799 Discontinued
0.6385 Remote Similarity NPD1700 Approved
0.6378 Remote Similarity NPD5695 Phase 3
0.6371 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6371 Remote Similarity NPD6101 Approved
0.6371 Remote Similarity NPD5328 Approved
0.637 Remote Similarity NPD6371 Approved
0.6364 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6357 Remote Similarity NPD7638 Approved
0.6343 Remote Similarity NPD5128 Approved
0.6337 Remote Similarity NPD8368 Discontinued
0.6324 Remote Similarity NPD5216 Approved
0.6324 Remote Similarity NPD5215 Approved
0.6324 Remote Similarity NPD5217 Approved
0.6308 Remote Similarity NPD7639 Approved
0.6308 Remote Similarity NPD7640 Approved
0.629 Remote Similarity NPD5737 Approved
0.629 Remote Similarity NPD6672 Approved
0.6288 Remote Similarity NPD4754 Approved
0.626 Remote Similarity NPD5344 Discontinued
0.626 Remote Similarity NPD3618 Phase 1
0.625 Remote Similarity NPD5169 Approved
0.625 Remote Similarity NPD6356 Clinical (unspecified phase)
0.625 Remote Similarity NPD5135 Approved
0.625 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6233 Remote Similarity NPD8336 Approved
0.6233 Remote Similarity NPD8337 Approved
0.6224 Remote Similarity NPD8080 Discontinued
0.622 Remote Similarity NPD5779 Approved
0.622 Remote Similarity NPD5778 Approved
0.6204 Remote Similarity NPD5127 Approved
0.6142 Remote Similarity NPD7983 Approved
0.6129 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6127 Remote Similarity NPD4522 Approved
0.6111 Remote Similarity NPD6673 Approved
0.6111 Remote Similarity NPD4753 Phase 2
0.6111 Remote Similarity NPD6080 Approved
0.6111 Remote Similarity NPD6904 Approved
0.6107 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6103 Remote Similarity NPD5168 Approved
0.6094 Remote Similarity NPD4202 Approved
0.6089 Remote Similarity NPD8435 Approved
0.6071 Remote Similarity NPD5167 Approved
0.6069 Remote Similarity NPD7642 Approved
0.6067 Remote Similarity NPD8434 Phase 2
0.6063 Remote Similarity NPD6698 Approved
0.6063 Remote Similarity NPD46 Approved
0.6056 Remote Similarity NPD7641 Discontinued
0.6042 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6032 Remote Similarity NPD6903 Approved
0.6032 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6029 Remote Similarity NPD6614 Approved
0.6016 Remote Similarity NPD8035 Phase 2
0.6016 Remote Similarity NPD8034 Phase 2

Structure

External Identifiers

PubChem CID   44575286
ChEMBL   CHEMBL502427
ZINC  

Physicochemical Properties

Molecular Weight:  544.19
ALogP:  -2.0009
MLogP:  3.33
XLogP:  -0.989
# Rotatable Bonds:  6
Polar Surface Area:  165.89
# H-Bond Aceptor:  11
# H-Bond Donor:  3
# Rings:  8
# Heavy Atoms:  39

Download Data

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