Natural Product: NPC294375

Natural Product ID:  NPC294375
Common Name:   Clausine-Z
IUPAC Name:   1,6-dihydroxy-9H-carbazole-3-carbaldehyde
Synonyms:   Clausine-Z
Molecular Formula:   C13H9NO3
Standard InCHIKey:  FKDULSCBYNXNMP-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C13H9NO3/c15-6-7-3-10-9-5-8(16)1-2-11(9)14-13(10)12(17)4-7/h1-6,14,16-17H
Canonical SMILES:  O=Cc1cc(O)c2c(c1)c1cc(O)ccc1[nH]2
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
NPO18135 Clausena vestita Species Rutaceae Eukaryota Whole Plants Yunnan Province, China 2008-JAN PMID[22093759]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT65 Cell Line HepG2 Homo sapiens IC50 = 135000 nM 23043462

  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 NPC294375 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
0.9786 High Similarity NPC283117
0.9337 High Similarity NPC293151
0.9235 High Similarity NPC118228
0.9109 High Similarity NPC179287
0.9082 High Similarity NPC9894
0.8985 High Similarity NPC187501
0.8905 High Similarity NPC184408
0.8873 High Similarity NPC51388
0.8827 High Similarity NPC45190
0.8768 High Similarity NPC208084
0.8737 High Similarity NPC86834
0.8737 High Similarity NPC210828
0.8708 High Similarity NPC474701
0.8706 High Similarity NPC39500
0.8634 High Similarity NPC225279
0.8607 High Similarity NPC23294
0.8557 High Similarity NPC303951
0.8543 High Similarity NPC300156
0.8458 Intermediate Similarity NPC39679
0.8436 Intermediate Similarity NPC274640
0.8404 Intermediate Similarity NPC88363
0.8373 Intermediate Similarity NPC144452
0.8357 Intermediate Similarity NPC247803
0.8357 Intermediate Similarity NPC46561
0.8357 Intermediate Similarity NPC477112
0.8326 Intermediate Similarity NPC39370
0.8317 Intermediate Similarity NPC249583
0.8317 Intermediate Similarity NPC321428
0.8278 Intermediate Similarity NPC150239
0.8244 Intermediate Similarity NPC87413
0.8241 Intermediate Similarity NPC128823
0.8233 Intermediate Similarity NPC473186
0.8227 Intermediate Similarity NPC270918
0.8223 Intermediate Similarity NPC276517
0.8186 Intermediate Similarity NPC474688
0.8186 Intermediate Similarity NPC171787
0.8173 Intermediate Similarity NPC3207
0.8165 Intermediate Similarity NPC6786
0.8136 Intermediate Similarity NPC475844
0.8116 Intermediate Similarity NPC308137
0.8116 Intermediate Similarity NPC310211
0.8079 Intermediate Similarity NPC476098
0.8073 Intermediate Similarity NPC478032
0.8061 Intermediate Similarity NPC246700
0.8058 Intermediate Similarity NPC325297
0.8051 Intermediate Similarity NPC160381
0.8049 Intermediate Similarity NPC4687
0.8029 Intermediate Similarity NPC219087
0.802 Intermediate Similarity NPC213308
0.7981 Intermediate Similarity NPC280799
0.797 Intermediate Similarity NPC242928
0.7934 Intermediate Similarity NPC174760
0.7934 Intermediate Similarity NPC276657
0.7879 Intermediate Similarity NPC128751
0.7871 Intermediate Similarity NPC153042
0.7843 Intermediate Similarity NPC45459
0.7843 Intermediate Similarity NPC315491
0.7839 Intermediate Similarity NPC106833
0.7839 Intermediate Similarity NPC144381
0.7839 Intermediate Similarity NPC469497
0.783 Intermediate Similarity NPC469928
0.7816 Intermediate Similarity NPC165599
0.7816 Intermediate Similarity NPC134848
0.7814 Intermediate Similarity NPC198503
0.7811 Intermediate Similarity NPC230403
0.7806 Intermediate Similarity NPC212535
0.7789 Intermediate Similarity NPC221873
0.7788 Intermediate Similarity NPC183777
0.7788 Intermediate Similarity NPC244741
0.7788 Intermediate Similarity NPC53344
0.7788 Intermediate Similarity NPC88008
0.7783 Intermediate Similarity NPC141454
0.7783 Intermediate Similarity NPC116238
0.7758 Intermediate Similarity NPC15801
0.7754 Intermediate Similarity NPC76982
0.7745 Intermediate Similarity NPC306376
0.7727 Intermediate Similarity NPC94943
0.772 Intermediate Similarity NPC474409
0.771 Intermediate Similarity NPC169402
0.7678 Intermediate Similarity NPC309845
0.7677 Intermediate Similarity NPC190007
0.7665 Intermediate Similarity NPC474798
0.7662 Intermediate Similarity NPC83111
0.7661 Intermediate Similarity NPC205372
0.7658 Intermediate Similarity NPC132329
0.7639 Intermediate Similarity NPC74360
0.7638 Intermediate Similarity NPC241025
0.7634 Intermediate Similarity NPC473187
0.7632 Intermediate Similarity NPC160898
0.7621 Intermediate Similarity NPC280714
0.7619 Intermediate Similarity NPC473188
0.7619 Intermediate Similarity NPC193777
0.761 Intermediate Similarity NPC156704
0.7606 Intermediate Similarity NPC12344
0.7604 Intermediate Similarity NPC132642
0.7598 Intermediate Similarity NPC131017
0.759 Intermediate Similarity NPC303225
0.7586 Intermediate Similarity NPC99666
0.7581 Intermediate Similarity NPC477110
0.7573 Intermediate Similarity NPC192315
0.757 Intermediate Similarity NPC89508
0.7558 Intermediate Similarity NPC473179
0.755 Intermediate Similarity NPC314002
0.7547 Intermediate Similarity NPC209769
0.7546 Intermediate Similarity NPC314552
0.7542 Intermediate Similarity NPC89549
0.7538 Intermediate Similarity NPC220765
0.7536 Intermediate Similarity NPC476167
0.7524 Intermediate Similarity NPC243834
0.7524 Intermediate Similarity NPC70956
0.7512 Intermediate Similarity NPC5145
0.7512 Intermediate Similarity NPC264285
0.7512 Intermediate Similarity NPC194040
0.75 Intermediate Similarity NPC204717
0.75 Intermediate Similarity NPC207686
0.75 Intermediate Similarity NPC477111
0.7488 Intermediate Similarity NPC31700
0.7488 Intermediate Similarity NPC472284
0.7488 Intermediate Similarity NPC477113
0.7478 Intermediate Similarity NPC477549
0.7468 Intermediate Similarity NPC473800
0.7465 Intermediate Similarity NPC312645
0.7465 Intermediate Similarity NPC472285
0.7463 Intermediate Similarity NPC475190
0.7442 Intermediate Similarity NPC94157
0.744 Intermediate Similarity NPC77555
0.744 Intermediate Similarity NPC90229
0.743 Intermediate Similarity NPC471304
0.7429 Intermediate Similarity NPC135887
0.7429 Intermediate Similarity NPC199277
0.7426 Intermediate Similarity NPC171171
0.7424 Intermediate Similarity NPC184964
0.7419 Intermediate Similarity NPC330009
0.7416 Intermediate Similarity NPC249040
0.7399 Intermediate Similarity NPC478078
0.7399 Intermediate Similarity NPC473185
0.7397 Intermediate Similarity NPC288987
0.7393 Intermediate Similarity NPC223427
0.7387 Intermediate Similarity NPC72980
0.7363 Intermediate Similarity NPC176127
0.7361 Intermediate Similarity NPC48353
0.7358 Intermediate Similarity NPC132539
0.7354 Intermediate Similarity NPC470018
0.7352 Intermediate Similarity NPC131885
0.7352 Intermediate Similarity NPC96321
0.7349 Intermediate Similarity NPC199667
0.7339 Intermediate Similarity NPC322064
0.7339 Intermediate Similarity NPC74969
0.7328 Intermediate Similarity NPC208522
0.7321 Intermediate Similarity NPC157931
0.7315 Intermediate Similarity NPC82370
0.7313 Intermediate Similarity NPC314394
0.7311 Intermediate Similarity NPC162484
0.7308 Intermediate Similarity NPC251090
0.7302 Intermediate Similarity NPC473181
0.7297 Intermediate Similarity NPC16352
0.7294 Intermediate Similarity NPC16066
0.7281 Intermediate Similarity NPC473180
0.7281 Intermediate Similarity NPC182222
0.7277 Intermediate Similarity NPC470930
0.7269 Intermediate Similarity NPC474192
0.7269 Intermediate Similarity NPC475720
0.7264 Intermediate Similarity NPC475085
0.7264 Intermediate Similarity NPC291535
0.7264 Intermediate Similarity NPC475112
0.7248 Intermediate Similarity NPC250448
0.7244 Intermediate Similarity NPC140296
0.7244 Intermediate Similarity NPC257851
0.7243 Intermediate Similarity NPC472286
0.7243 Intermediate Similarity NPC472287
0.7241 Intermediate Similarity NPC473312
0.724 Intermediate Similarity NPC141353
0.7233 Intermediate Similarity NPC154339
0.7227 Intermediate Similarity NPC27041
0.7222 Intermediate Similarity NPC178858
0.722 Intermediate Similarity NPC206186
0.722 Intermediate Similarity NPC220851
0.722 Intermediate Similarity NPC46580
0.7212 Intermediate Similarity NPC194740
0.7205 Intermediate Similarity NPC97902
0.7203 Intermediate Similarity NPC165964
0.7196 Intermediate Similarity NPC475070
0.7193 Intermediate Similarity NPC49547
0.7191 Intermediate Similarity NPC218388
0.7173 Intermediate Similarity NPC67401
0.7168 Intermediate Similarity NPC74575
0.7163 Intermediate Similarity NPC67551
0.7163 Intermediate Similarity NPC175602
0.7163 Intermediate Similarity NPC476106
0.7162 Intermediate Similarity NPC473182
0.7162 Intermediate Similarity NPC284888
0.7156 Intermediate Similarity NPC131887
0.7156 Intermediate Similarity NPC97746
0.7155 Intermediate Similarity NPC475816
0.7143 Intermediate Similarity NPC473183
0.7137 Intermediate Similarity NPC74619
0.7136 Intermediate Similarity NPC471944
0.7136 Intermediate Similarity NPC278434
0.713 Intermediate Similarity NPC472099
0.7129 Intermediate Similarity NPC267343

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC294375 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
0.8286 Intermediate Similarity NPD6160 Clinical (unspecified phase)
0.8148 Intermediate Similarity NPD3746 Discontinued
0.7843 Intermediate Similarity NPD484 Approved
0.7692 Intermediate Similarity NPD5901 Discontinued
0.7652 Intermediate Similarity NPD3986 Discontinued
0.7546 Intermediate Similarity NPD5164 Discontinued
0.7467 Intermediate Similarity NPD5040 Clinical (unspecified phase)
0.7463 Intermediate Similarity NPD5575 Clinical (unspecified phase)
0.7448 Intermediate Similarity NPD6456 Discontinued
0.7443 Intermediate Similarity NPD6242 Discontinued
0.744 Intermediate Similarity NPD5003 Discontinued
0.7432 Intermediate Similarity NPD7603 Discontinued
0.7399 Intermediate Similarity NPD4845 Discontinued
0.7397 Intermediate Similarity NPD3258 Approved
0.7395 Intermediate Similarity NPD5416 Discontinued
0.7395 Intermediate Similarity NPD5936 Approved
0.7395 Intermediate Similarity NPD5939 Approved
0.7368 Intermediate Similarity NPD2176 Approved
0.7368 Intermediate Similarity NPD2175 Phase 3
0.7368 Intermediate Similarity NPD2177 Approved
0.7358 Intermediate Similarity NPD6138 Clinical (unspecified phase)
0.7336 Intermediate Similarity NPD6376 Discontinued
0.7328 Intermediate Similarity NPD5483 Clinical (unspecified phase)
0.7324 Intermediate Similarity NPD2715 Clinical (unspecified phase)
0.7317 Intermediate Similarity NPD2565 Phase 2
0.7317 Intermediate Similarity NPD2564 Approved
0.7294 Intermediate Similarity NPD5417 Clinical (unspecified phase)
0.7294 Intermediate Similarity NPD3257 Approved
0.7291 Intermediate Similarity NPD6344 Clinical (unspecified phase)
0.7277 Intermediate Similarity NPD2721 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD5632 Approved
0.7273 Intermediate Similarity NPD4429 Discontinued
0.7259 Intermediate Similarity NPD1326 Approved
0.7259 Intermediate Similarity NPD1325 Approved
0.7257 Intermediate Similarity NPD5479 Discontinued
0.7256 Intermediate Similarity NPD2916 Discontinued
0.722 Intermediate Similarity NPD4948 Discontinued
0.7209 Intermediate Similarity NPD6290 Phase 2
0.7208 Intermediate Similarity NPD2844 Phase 3
0.7182 Intermediate Similarity NPD2433 Clinical (unspecified phase)
0.7182 Intermediate Similarity NPD5612 Discontinued
0.7181 Intermediate Similarity NPD5022 Discontinued
0.7169 Intermediate Similarity NPD3243 Approved
0.7168 Intermediate Similarity NPD4328 Approved
0.7149 Intermediate Similarity NPD1466 Phase 3
0.7149 Intermediate Similarity NPD1467 Approved
0.7136 Intermediate Similarity NPD4511 Phase 1
0.7129 Intermediate Similarity NPD1038 Approved
0.7123 Intermediate Similarity NPD4118 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD7395 Discontinued
0.7117 Intermediate Similarity NPD8405 Clinical (unspecified phase)
0.711 Intermediate Similarity NPD1166 Clinical (unspecified phase)
0.7109 Intermediate Similarity NPD7948 Phase 1
0.7095 Intermediate Similarity NPD3324 Clinical (unspecified phase)
0.7079 Intermediate Similarity NPD6159 Phase 2
0.7078 Intermediate Similarity NPD4502 Phase 2
0.7062 Intermediate Similarity NPD5512 Phase 3
0.7059 Intermediate Similarity NPD3809 Discontinued
0.7056 Intermediate Similarity NPD2951 Discontinued
0.7043 Intermediate Similarity NPD5151 Clinical (unspecified phase)
0.7042 Intermediate Similarity NPD8395 Approved
0.7042 Intermediate Similarity NPD8396 Approved
0.7037 Intermediate Similarity NPD6530 Approved
0.7037 Intermediate Similarity NPD6531 Approved
0.7031 Intermediate Similarity NPD5801 Clinical (unspecified phase)
0.7014 Intermediate Similarity NPD3945 Discontinued
0.7013 Intermediate Similarity NPD6741 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD2921 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD1505 Phase 2
0.7 Intermediate Similarity NPD1867 Approved
0.6982 Remote Similarity NPD7538 Clinical (unspecified phase)
0.6972 Remote Similarity NPD7453 Approved
0.6972 Remote Similarity NPD7222 Phase 2
0.6972 Remote Similarity NPD5429 Discontinued
0.6972 Remote Similarity NPD7452 Approved
0.6967 Remote Similarity NPD1304 Clinical (unspecified phase)
0.6964 Remote Similarity NPD8109 Clinical (unspecified phase)
0.6953 Remote Similarity NPD3006 Discontinued
0.6944 Remote Similarity NPD2779 Approved
0.6938 Remote Similarity NPD1534 Approved
0.6927 Remote Similarity NPD4862 Clinical (unspecified phase)
0.6927 Remote Similarity NPD3003 Approved
0.6917 Remote Similarity NPD5482 Discontinued
0.6916 Remote Similarity NPD6995 Phase 1
0.6912 Remote Similarity NPD2920 Discontinued
0.6897 Remote Similarity NPD9690 Approved
0.6881 Remote Similarity NPD5426 Phase 3
0.6878 Remote Similarity NPD5398 Clinical (unspecified phase)
0.6878 Remote Similarity NPD6716 Phase 1
0.6875 Remote Similarity NPD6803 Clinical (unspecified phase)
0.6872 Remote Similarity NPD5912 Clinical (unspecified phase)
0.6872 Remote Similarity NPD5913 Phase 3
0.6864 Remote Similarity NPD4561 Discontinued
0.6864 Remote Similarity NPD5658 Approved
0.6862 Remote Similarity NPD5488 Discontinued
0.6847 Remote Similarity NPD7703 Clinical (unspecified phase)
0.6842 Remote Similarity NPD6824 Clinical (unspecified phase)
0.684 Remote Similarity NPD8363 Approved
0.684 Remote Similarity NPD8364 Approved
0.6837 Remote Similarity NPD2727 Phase 2
0.6835 Remote Similarity NPD2121 Clinical (unspecified phase)
0.6831 Remote Similarity NPD8463 Approved
0.6827 Remote Similarity NPD5083 Clinical (unspecified phase)
0.6816 Remote Similarity NPD3330 Phase 1
0.6814 Remote Similarity NPD482 Approved
0.6814 Remote Similarity NPD4736 Clinical (unspecified phase)
0.6814 Remote Similarity NPD3354 Phase 2
0.6812 Remote Similarity NPD3178 Discontinued
0.681 Remote Similarity NPD2383 Phase 1
0.681 Remote Similarity NPD6141 Clinical (unspecified phase)
0.6809 Remote Similarity NPD7853 Phase 2
0.6808 Remote Similarity NPD9695 Approved
0.6806 Remote Similarity NPD2778 Approved
0.6804 Remote Similarity NPD6987 Phase 1
0.6802 Remote Similarity NPD7998 Clinical (unspecified phase)
0.6797 Remote Similarity NPD7268 Clinical (unspecified phase)
0.6795 Remote Similarity NPD4373 Phase 2
0.6786 Remote Similarity NPD8365 Clinical (unspecified phase)
0.6784 Remote Similarity NPD9705 Discontinued
0.6784 Remote Similarity NPD112 Approved
0.6784 Remote Similarity NPD4312 Approved
0.6783 Remote Similarity NPD7586 Clinical (unspecified phase)
0.6783 Remote Similarity NPD6247 Clinical (unspecified phase)
0.678 Remote Similarity NPD749 Clinical (unspecified phase)
0.6776 Remote Similarity NPD4418 Discontinued
0.6774 Remote Similarity NPD4600 Approved
0.6774 Remote Similarity NPD4601 Approved
0.6773 Remote Similarity NPD7001 Phase 3
0.6771 Remote Similarity NPD7470 Discontinued
0.6767 Remote Similarity NPD5559 Phase 2
0.6763 Remote Similarity NPD5445 Approved
0.6763 Remote Similarity NPD9510 Approved
0.6761 Remote Similarity NPD7708 Approved
0.6758 Remote Similarity NPD7181 Phase 3
0.6757 Remote Similarity NPD4506 Discontinued
0.6756 Remote Similarity NPD3757 Clinical (unspecified phase)
0.6752 Remote Similarity NPD4885 Approved
0.6746 Remote Similarity NPD3607 Clinical (unspecified phase)
0.6744 Remote Similarity NPD6449 Clinical (unspecified phase)
0.6741 Remote Similarity NPD6657 Clinical (unspecified phase)
0.6739 Remote Similarity NPD7547 Clinical (unspecified phase)
0.6738 Remote Similarity NPD4952 Phase 3
0.6736 Remote Similarity NPD3914 Clinical (unspecified phase)
0.6736 Remote Similarity NPD4558 Phase 2
0.6728 Remote Similarity NPD1768 Approved
0.6726 Remote Similarity NPD648 Clinical (unspecified phase)
0.6725 Remote Similarity NPD7726 Phase 1
0.6724 Remote Similarity NPD3259 Approved
0.6711 Remote Similarity NPD3875 Discontinued
0.6711 Remote Similarity NPD6770 Approved
0.6699 Remote Similarity NPD5522 Clinical (unspecified phase)
0.6699 Remote Similarity NPD2092 Phase 2
0.6699 Remote Similarity NPD2095 Phase 2
0.6699 Remote Similarity NPD2094 Phase 2
0.6698 Remote Similarity NPD3791 Clinical (unspecified phase)
0.6696 Remote Similarity NPD2285 Clinical (unspecified phase)
0.6695 Remote Similarity NPD7417 Discontinued
0.6694 Remote Similarity NPD8358 Approved
0.6682 Remote Similarity NPD6176 Phase 1
0.6681 Remote Similarity NPD4897 Phase 2
0.6681 Remote Similarity NPD5903 Approved
0.6681 Remote Similarity NPD5902 Approved
0.668 Remote Similarity NPD3962 Phase 2
0.668 Remote Similarity NPD3959 Phase 2
0.668 Remote Similarity NPD8467 Approved
0.668 Remote Similarity NPD8091 Phase 3
0.668 Remote Similarity NPD8428 Approved
0.668 Remote Similarity NPD8429 Approved
0.668 Remote Similarity NPD8427 Approved
0.668 Remote Similarity NPD8466 Approved
0.668 Remote Similarity NPD8465 Approved
0.6667 Remote Similarity NPD8097 Phase 3
0.6667 Remote Similarity NPD2096 Phase 2
0.6667 Remote Similarity NPD8093 Discontinued
0.6667 Remote Similarity NPD8096 Phase 3
0.6667 Remote Similarity NPD7878 Phase 2
0.6667 Remote Similarity NPD1592 Phase 3
0.6667 Remote Similarity NPD2091 Phase 2
0.6667 Remote Similarity NPD8102 Discontinued
0.6654 Remote Similarity NPD8349 Phase 1
0.6653 Remote Similarity NPD7803 Approved
0.6652 Remote Similarity NPD6323 Clinical (unspecified phase)
0.6652 Remote Similarity NPD7994 Phase 2
0.6652 Remote Similarity NPD3947 Discontinued
0.6652 Remote Similarity NPD6292 Clinical (unspecified phase)
0.6651 Remote Similarity NPD3814 Phase 1
0.6651 Remote Similarity NPD3825 Phase 3
0.6651 Remote Similarity NPD802 Phase 2
0.6641 Remote Similarity NPD8460 Approved
0.6641 Remote Similarity NPD8459 Approved
0.664 Remote Similarity NPD5399 Discovery
0.6639 Remote Similarity NPD5805 Approved
0.6639 Remote Similarity NPD4368 Phase 2
0.6638 Remote Similarity NPD7688 Phase 1
0.6638 Remote Similarity NPD6962 Phase 2
0.6637 Remote Similarity NPD2510 Approved
0.6637 Remote Similarity NPD2509 Approved
0.6636 Remote Similarity NPD6162 Approved
0.6636 Remote Similarity NPD6161 Approved
0.6635 Remote Similarity NPD2762 Phase 2

Structure

External Identifiers

PubChem CID   11436094
ChEMBL   CHEMBL1927323
ZINC  

Physicochemical Properties

Molecular Weight:  227.06
ALogP:  -1.5334
MLogP:  2.45
XLogP:  1.81
# Rotatable Bonds:  3
Polar Surface Area:  73.32
# H-Bond Aceptor:  2
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  17

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Biological Activities  
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