Natural Product: NPC171968

Natural Product ID:  NPC171968
Common Name:   9-Hydroxy-2,2-Dimethyl-3,4-Dihydrobenzo[G]Chromene-5,10-Dione
IUPAC Name:   9-hydroxy-2,2-dimethyl-3,4-dihydrobenzo[g]chromene-5,10-dione
Synonyms:   9-hydroxy-alpha-lapachone
Molecular Formula:   C15H14O4
Standard InCHIKey:  MYROJYNCTNKRCD-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C15H14O4/c1-15(2)7-6-9-12(17)8-4-3-5-10(16)11(8)13(18)14(9)19-15/h3-5,16H,6-7H2,1-2H3
Canonical SMILES:  O=C1C2=C(OC(CC2)(C)C)C(=O)c2c1cccc2O
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
NPO9835 Catalpa ovata Species Bignoniaceae Eukaryota TCM_Taiwan*
NPO9835 Catalpa ovata Species Bignoniaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1723 Cell Line HBL-100 Homo sapiens GI50 = 3400 nM 22560628
NPT165 Cell Line HeLa Homo sapiens GI50 = 1800 nM 22560628
NPT1577 Cell Line SW1573 Homo sapiens GI50 = 19000 nM 22560628
NPT1183 Cell Line WiDr Homo sapiens GI50 = 14000 nM 22560628

  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 NPC171968 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
0.9618 High Similarity NPC173980
0.9449 High Similarity NPC237225
0.9302 High Similarity NPC198305
0.9291 High Similarity NPC51037
0.9286 High Similarity NPC310540
0.9141 High Similarity NPC231774
0.9015 High Similarity NPC309430
0.9 High Similarity NPC165257
0.8971 High Similarity NPC103337
0.8971 High Similarity NPC114620
0.8963 High Similarity NPC284184
0.8963 High Similarity NPC301341
0.8906 High Similarity NPC135062
0.8889 High Similarity NPC285829
0.8889 High Similarity NPC206778
0.8846 High Similarity NPC306765
0.8846 High Similarity NPC3224
0.8846 High Similarity NPC1991
0.8828 High Similarity NPC307174
0.8806 High Similarity NPC254603
0.8797 High Similarity NPC205360
0.8788 High Similarity NPC278928
0.876 High Similarity NPC375356
0.8731 High Similarity NPC88864
0.8731 High Similarity NPC477406
0.8702 High Similarity NPC96915
0.8696 High Similarity NPC477408
0.8682 High Similarity NPC300274
0.8647 High Similarity NPC34414
0.8647 High Similarity NPC146647
0.8626 High Similarity NPC103540
0.8613 High Similarity NPC474311
0.8603 High Similarity NPC50924
0.8592 High Similarity NPC474630
0.8582 High Similarity NPC27659
0.8582 High Similarity NPC136588
0.8582 High Similarity NPC117609
0.8582 High Similarity NPC199253
0.8582 High Similarity NPC55949
0.8571 High Similarity NPC108288
0.8571 High Similarity NPC283292
0.8571 High Similarity NPC282923
0.855 High Similarity NPC142956
0.854 High Similarity NPC80035
0.854 High Similarity NPC22222
0.854 High Similarity NPC281513
0.8538 High Similarity NPC164947
0.8531 High Similarity NPC136878
0.8529 High Similarity NPC225051
0.8529 High Similarity NPC52407
0.8529 High Similarity NPC193169
0.8521 High Similarity NPC29932
0.8519 High Similarity NPC244699
0.8519 High Similarity NPC205992
0.8516 High Similarity NPC232178
0.8507 High Similarity NPC99731
0.85 High Similarity NPC156872
0.8496 Intermediate Similarity NPC471530
0.8489 Intermediate Similarity NPC61590
0.8485 Intermediate Similarity NPC287473
0.8485 Intermediate Similarity NPC123506
0.8483 Intermediate Similarity NPC120171
0.8478 Intermediate Similarity NPC38158
0.8478 Intermediate Similarity NPC155211
0.8478 Intermediate Similarity NPC232996
0.8472 Intermediate Similarity NPC252208
0.8472 Intermediate Similarity NPC476821
0.8456 Intermediate Similarity NPC110609
0.8456 Intermediate Similarity NPC242358
0.8456 Intermediate Similarity NPC246693
0.8456 Intermediate Similarity NPC70622
0.8444 Intermediate Similarity NPC475741
0.844 Intermediate Similarity NPC110810
0.8433 Intermediate Similarity NPC48248
0.8429 Intermediate Similarity NPC295339
0.8421 Intermediate Similarity NPC15837
0.8414 Intermediate Similarity NPC94781
0.8409 Intermediate Similarity NPC74507
0.8409 Intermediate Similarity NPC234890
0.8397 Intermediate Similarity NPC91478
0.8397 Intermediate Similarity NPC65627
0.8394 Intermediate Similarity NPC294226
0.8394 Intermediate Similarity NPC59459
0.8394 Intermediate Similarity NPC263817
0.8394 Intermediate Similarity NPC53896
0.8392 Intermediate Similarity NPC477409
0.8357 Intermediate Similarity NPC13715
0.8356 Intermediate Similarity NPC44378
0.8356 Intermediate Similarity NPC280753
0.8346 Intermediate Similarity NPC161304
0.8345 Intermediate Similarity NPC141934
0.8345 Intermediate Similarity NPC86524
0.8345 Intermediate Similarity NPC315275
0.8333 Intermediate Similarity NPC273683
0.8333 Intermediate Similarity NPC288089
0.8333 Intermediate Similarity NPC44437
0.8321 Intermediate Similarity NPC58685
0.8321 Intermediate Similarity NPC120545
0.831 Intermediate Similarity NPC257003
0.8309 Intermediate Similarity NPC31799
0.8298 Intermediate Similarity NPC216312
0.8298 Intermediate Similarity NPC471602
0.8298 Intermediate Similarity NPC29771
0.8298 Intermediate Similarity NPC299405
0.8298 Intermediate Similarity NPC306835
0.8298 Intermediate Similarity NPC111422
0.8298 Intermediate Similarity NPC256463
0.8298 Intermediate Similarity NPC26924
0.8298 Intermediate Similarity NPC476477
0.8296 Intermediate Similarity NPC179898
0.8286 Intermediate Similarity NPC118366
0.8286 Intermediate Similarity NPC53206
0.8286 Intermediate Similarity NPC471452
0.8286 Intermediate Similarity NPC264022
0.8286 Intermediate Similarity NPC53414
0.8284 Intermediate Similarity NPC160499
0.8281 Intermediate Similarity NPC477453
0.8273 Intermediate Similarity NPC258502
0.8273 Intermediate Similarity NPC283088
0.8271 Intermediate Similarity NPC68756
0.8271 Intermediate Similarity NPC173978
0.8271 Intermediate Similarity NPC474766
0.8271 Intermediate Similarity NPC152525
0.8264 Intermediate Similarity NPC103910
0.8264 Intermediate Similarity NPC79627
0.8264 Intermediate Similarity NPC475201
0.8261 Intermediate Similarity NPC115458
0.8258 Intermediate Similarity NPC46634
0.8258 Intermediate Similarity NPC282577
0.8252 Intermediate Similarity NPC69755
0.8252 Intermediate Similarity NPC474300
0.8248 Intermediate Similarity NPC17083
0.8244 Intermediate Similarity NPC472046
0.8239 Intermediate Similarity NPC32749
0.8239 Intermediate Similarity NPC147542
0.8239 Intermediate Similarity NPC315578
0.8239 Intermediate Similarity NPC220496
0.8239 Intermediate Similarity NPC42262
0.8239 Intermediate Similarity NPC37992
0.8239 Intermediate Similarity NPC241349
0.8239 Intermediate Similarity NPC327916
0.8235 Intermediate Similarity NPC171460
0.8231 Intermediate Similarity NPC226578
0.8231 Intermediate Similarity NPC474310
0.8231 Intermediate Similarity NPC84142
0.8227 Intermediate Similarity NPC61398
0.8227 Intermediate Similarity NPC416
0.8227 Intermediate Similarity NPC4214
0.8222 Intermediate Similarity NPC45537
0.8219 Intermediate Similarity NPC472135
0.8214 Intermediate Similarity NPC475549
0.8214 Intermediate Similarity NPC254847
0.8214 Intermediate Similarity NPC193358
0.8214 Intermediate Similarity NPC474813
0.8214 Intermediate Similarity NPC272268
0.8207 Intermediate Similarity NPC28632
0.8207 Intermediate Similarity NPC478019
0.8203 Intermediate Similarity NPC240163
0.8195 Intermediate Similarity NPC182646
0.8194 Intermediate Similarity NPC21873
0.8194 Intermediate Similarity NPC476473
0.8194 Intermediate Similarity NPC471682
0.8194 Intermediate Similarity NPC143898
0.8194 Intermediate Similarity NPC316691
0.8194 Intermediate Similarity NPC469885
0.8182 Intermediate Similarity NPC471444
0.8182 Intermediate Similarity NPC124365
0.8182 Intermediate Similarity NPC84273
0.8176 Intermediate Similarity NPC164762
0.8175 Intermediate Similarity NPC253488
0.8175 Intermediate Similarity NPC108129
0.8169 Intermediate Similarity NPC143438
0.8169 Intermediate Similarity NPC1268
0.8169 Intermediate Similarity NPC242994
0.8169 Intermediate Similarity NPC138099
0.8168 Intermediate Similarity NPC473662
0.8168 Intermediate Similarity NPC7151
0.8168 Intermediate Similarity NPC216297
0.8162 Intermediate Similarity NPC96024
0.8156 Intermediate Similarity NPC471905
0.8156 Intermediate Similarity NPC147418
0.8156 Intermediate Similarity NPC305060
0.8156 Intermediate Similarity NPC245923
0.8156 Intermediate Similarity NPC477534
0.8154 Intermediate Similarity NPC41567
0.8148 Intermediate Similarity NPC254492
0.8143 Intermediate Similarity NPC22644
0.8143 Intermediate Similarity NPC161632
0.8138 Intermediate Similarity NPC471600
0.8138 Intermediate Similarity NPC471906
0.8138 Intermediate Similarity NPC89664
0.8138 Intermediate Similarity NPC274085
0.8134 Intermediate Similarity NPC91475
0.8134 Intermediate Similarity NPC199273
0.8134 Intermediate Similarity NPC265910
0.8125 Intermediate Similarity NPC308572
0.8125 Intermediate Similarity NPC257644
0.8121 Intermediate Similarity NPC205918
0.8121 Intermediate Similarity NPC91809
0.8116 Intermediate Similarity NPC477412

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC171968 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
0.8626 High Similarity NPD1470 Approved
0.8571 High Similarity NPD405 Clinical (unspecified phase)
0.8321 Intermediate Similarity NPD1201 Approved
0.8214 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7972 Intermediate Similarity NPD2346 Discontinued
0.7945 Intermediate Similarity NPD3300 Phase 2
0.7867 Intermediate Similarity NPD3226 Approved
0.7847 Intermediate Similarity NPD1471 Phase 3
0.7832 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7752 Intermediate Similarity NPD1609 Clinical (unspecified phase)
0.766 Intermediate Similarity NPD2313 Discontinued
0.7603 Intermediate Similarity NPD2344 Approved
0.76 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7552 Intermediate Similarity NPD943 Approved
0.7551 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7533 Intermediate Similarity NPD7390 Discontinued
0.75 Intermediate Similarity NPD2798 Approved
0.7466 Intermediate Similarity NPD3299 Clinical (unspecified phase)
0.7466 Intermediate Similarity NPD1510 Phase 2
0.7434 Intermediate Similarity NPD1512 Approved
0.7415 Intermediate Similarity NPD2935 Discontinued
0.7415 Intermediate Similarity NPD5406 Approved
0.7415 Intermediate Similarity NPD5405 Approved
0.7415 Intermediate Similarity NPD5408 Approved
0.7415 Intermediate Similarity NPD5404 Approved
0.74 Intermediate Similarity NPD2309 Approved
0.7372 Intermediate Similarity NPD2932 Approved
0.7347 Intermediate Similarity NPD2799 Discontinued
0.7333 Intermediate Similarity NPD9493 Approved
0.7329 Intermediate Similarity NPD1607 Approved
0.731 Intermediate Similarity NPD1240 Approved
0.7305 Intermediate Similarity NPD1164 Approved
0.7303 Intermediate Similarity NPD1511 Approved
0.7299 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD3764 Approved
0.726 Intermediate Similarity NPD447 Suspended
0.7255 Intermediate Similarity NPD2533 Approved
0.7255 Intermediate Similarity NPD2532 Approved
0.7255 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7255 Intermediate Similarity NPD2534 Approved
0.7252 Intermediate Similarity NPD9266 Approved
0.7252 Intermediate Similarity NPD74 Approved
0.7246 Intermediate Similarity NPD3019 Approved
0.7222 Intermediate Similarity NPD6232 Discontinued
0.7219 Intermediate Similarity NPD3750 Approved
0.7215 Intermediate Similarity NPD7819 Suspended
0.7214 Intermediate Similarity NPD9717 Approved
0.7209 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD1549 Phase 2
0.7195 Intermediate Similarity NPD7473 Discontinued
0.7183 Intermediate Similarity NPD1203 Approved
0.7176 Intermediate Similarity NPD9263 Approved
0.7176 Intermediate Similarity NPD8150 Discontinued
0.7176 Intermediate Similarity NPD9264 Approved
0.7176 Intermediate Similarity NPD9267 Approved
0.7172 Intermediate Similarity NPD411 Approved
0.7152 Intermediate Similarity NPD2800 Approved
0.7143 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7134 Intermediate Similarity NPD4380 Phase 2
0.7133 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7133 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD3882 Suspended
0.7114 Intermediate Similarity NPD4308 Phase 3
0.7107 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD2801 Approved
0.7105 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD3749 Approved
0.7081 Intermediate Similarity NPD7075 Discontinued
0.7055 Intermediate Similarity NPD6959 Discontinued
0.7044 Intermediate Similarity NPD1934 Approved
0.7 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.6993 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6982 Remote Similarity NPD5031 Approved
0.6982 Remote Similarity NPD5029 Approved
0.6982 Remote Similarity NPD5027 Approved
0.6978 Remote Similarity NPD9545 Approved
0.6957 Remote Similarity NPD3817 Phase 2
0.6957 Remote Similarity NPD5402 Approved
0.6954 Remote Similarity NPD6100 Approved
0.6954 Remote Similarity NPD6099 Approved
0.6954 Remote Similarity NPD2796 Approved
0.6946 Remote Similarity NPD3751 Discontinued
0.6941 Remote Similarity NPD5034 Approved
0.6941 Remote Similarity NPD4955 Approved
0.6941 Remote Similarity NPD4954 Approved
0.6941 Remote Similarity NPD5028 Approved
0.6941 Remote Similarity NPD5026 Approved
0.6941 Remote Similarity NPD36 Approved
0.6939 Remote Similarity NPD3268 Approved
0.6937 Remote Similarity NPD6801 Discontinued
0.6934 Remote Similarity NPD9281 Approved
0.6934 Remote Similarity NPD690 Clinical (unspecified phase)
0.6928 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6918 Remote Similarity NPD6599 Discontinued
0.6917 Remote Similarity NPD9265 Clinical (unspecified phase)
0.6908 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6903 Remote Similarity NPD7236 Approved
0.6887 Remote Similarity NPD3748 Approved
0.6883 Remote Similarity NPD7003 Approved
0.6883 Remote Similarity NPD8166 Discontinued
0.6882 Remote Similarity NPD5030 Phase 2
0.6879 Remote Similarity NPD3412 Clinical (unspecified phase)
0.6875 Remote Similarity NPD1283 Approved
0.6875 Remote Similarity NPD288 Approved
0.6875 Remote Similarity NPD1876 Approved
0.687 Remote Similarity NPD9261 Approved
0.6859 Remote Similarity NPD6799 Approved
0.6855 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6853 Remote Similarity NPD3972 Approved
0.6853 Remote Similarity NPD1608 Approved
0.6852 Remote Similarity NPD2296 Approved
0.6852 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6849 Remote Similarity NPD9494 Approved
0.6848 Remote Similarity NPD1247 Approved
0.6846 Remote Similarity NPD289 Clinical (unspecified phase)
0.6846 Remote Similarity NPD4307 Phase 2
0.6842 Remote Similarity NPD1551 Phase 2
0.6836 Remote Similarity NPD6535 Approved
0.6836 Remote Similarity NPD6534 Approved
0.6833 Remote Similarity NPD6781 Approved
0.6833 Remote Similarity NPD6778 Approved
0.6833 Remote Similarity NPD6782 Approved
0.6833 Remote Similarity NPD6776 Approved
0.6833 Remote Similarity NPD6780 Approved
0.6833 Remote Similarity NPD6777 Approved
0.6833 Remote Similarity NPD6779 Approved
0.6832 Remote Similarity NPD6844 Discontinued
0.6831 Remote Similarity NPD3023 Approved
0.6831 Remote Similarity NPD3026 Approved
0.6828 Remote Similarity NPD2797 Approved
0.6826 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6826 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6826 Remote Similarity NPD6166 Phase 2
0.6818 Remote Similarity NPD1237 Approved
0.6813 Remote Similarity NPD7435 Discontinued
0.6812 Remote Similarity NPD5951 Approved
0.6809 Remote Similarity NPD3025 Approved
0.6809 Remote Similarity NPD1651 Approved
0.6809 Remote Similarity NPD3024 Approved
0.6806 Remote Similarity NPD1755 Approved
0.6805 Remote Similarity NPD7804 Clinical (unspecified phase)
0.68 Remote Similarity NPD230 Phase 1
0.68 Remote Similarity NPD1899 Clinical (unspecified phase)
0.68 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6797 Remote Similarity NPD844 Approved
0.6791 Remote Similarity NPD2342 Discontinued
0.6788 Remote Similarity NPD7635 Approved
0.6782 Remote Similarity NPD5038 Approved
0.6782 Remote Similarity NPD8434 Phase 2
0.6782 Remote Similarity NPD5037 Approved
0.6779 Remote Similarity NPD520 Approved
0.6779 Remote Similarity NPD6663 Approved
0.677 Remote Similarity NPD7411 Suspended
0.6768 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6761 Remote Similarity NPD4626 Approved
0.675 Remote Similarity NPD7458 Discontinued
0.6746 Remote Similarity NPD3818 Discontinued
0.6741 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6739 Remote Similarity NPD1241 Discontinued
0.6736 Remote Similarity NPD9269 Phase 2
0.6736 Remote Similarity NPD4878 Approved
0.6735 Remote Similarity NPD5736 Approved
0.6733 Remote Similarity NPD4060 Phase 1
0.6731 Remote Similarity NPD6190 Approved
0.6731 Remote Similarity NPD2354 Approved
0.673 Remote Similarity NPD920 Approved
0.673 Remote Similarity NPD5403 Approved
0.6727 Remote Similarity NPD919 Approved
0.6725 Remote Similarity NPD6797 Phase 2
0.6724 Remote Similarity NPD5036 Approved
0.6722 Remote Similarity NPD7700 Phase 2
0.6722 Remote Similarity NPD7699 Phase 2
0.6721 Remote Similarity NPD7696 Phase 3
0.6721 Remote Similarity NPD7697 Approved
0.6721 Remote Similarity NPD7698 Approved
0.6712 Remote Similarity NPD3266 Approved
0.6712 Remote Similarity NPD3267 Approved
0.671 Remote Similarity NPD1243 Approved
0.6709 Remote Similarity NPD5401 Approved
0.6707 Remote Similarity NPD5710 Approved
0.6707 Remote Similarity NPD5711 Approved
0.6705 Remote Similarity NPD8313 Approved
0.6705 Remote Similarity NPD8312 Approved
0.6705 Remote Similarity NPD6836 Approved
0.6692 Remote Similarity NPD164 Approved
0.669 Remote Similarity NPD9268 Approved
0.6689 Remote Similarity NPD6832 Phase 2
0.6687 Remote Similarity NPD7239 Suspended
0.6687 Remote Similarity NPD1465 Phase 2
0.6687 Remote Similarity NPD5494 Approved
0.6686 Remote Similarity NPD7251 Discontinued
0.6685 Remote Similarity NPD8319 Approved
0.6685 Remote Similarity NPD7871 Phase 2
0.6685 Remote Similarity NPD7870 Phase 2
0.6685 Remote Similarity NPD8320 Phase 1
0.6667 Remote Similarity NPD6273 Approved
0.6667 Remote Similarity NPD1281 Approved
0.6667 Remote Similarity NPD4628 Phase 3
0.6667 Remote Similarity NPD1019 Discontinued

Structure

External Identifiers

PubChem CID   5320006
ChEMBL   CHEMBL2036874
ZINC  

Physicochemical Properties

Molecular Weight:  258.09
ALogP:  -0.4045
MLogP:  2.67
XLogP:  1.851
# Rotatable Bonds:  3
Polar Surface Area:  63.6
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  19

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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