Natural Product: NPC212559

Natural Product ID:  NPC212559
Common Name:   Lapachenol
IUPAC Name:   6-methoxy-2,2-dimethylbenzo[h]chromene
Synonyms:   Lapachenol
Molecular Formula:   C16H16O2
Standard InCHIKey:  BFGQXXNDFKWDMA-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C16H16O2/c1-16(2)9-8-11-10-14(17-3)12-6-4-5-7-13(12)15(11)18-16/h4-10H,1-3H3
Canonical SMILES:  COc1cc2C=CC(Oc2c2c1cccc2)(C)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
NPO4592 Lippia sidoides Species Verbenaceae Eukaryota PMID[11421746]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT116 Cell Line HL-60 Homo sapiens IC50 > 10 ug/ml 19473031
NPT1577 Cell Line SW1573 Homo sapiens IC50 > 10 ug/ml 19473031
NPT404 Cell Line CCRF-CEM Homo sapiens IC50 > 10 ug/ml 18720971

  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 NPC212559 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
0.9469 High Similarity NPC283169
0.9328 High Similarity NPC61685
0.8917 High Similarity NPC475839
0.8833 High Similarity NPC45663
0.8833 High Similarity NPC129176
0.8814 High Similarity NPC25648
0.876 High Similarity NPC48623
0.876 High Similarity NPC168707
0.8678 High Similarity NPC277798
0.8678 High Similarity NPC100108
0.8667 High Similarity NPC471449
0.8644 High Similarity NPC473718
0.8605 High Similarity NPC71372
0.8583 High Similarity NPC139047
0.8571 High Similarity NPC312105
0.8548 High Similarity NPC248557
0.8537 High Similarity NPC476332
0.8537 High Similarity NPC473464
0.8512 High Similarity NPC51341
0.8509 High Similarity NPC30416
0.8504 High Similarity NPC16577
0.8473 Intermediate Similarity NPC265515
0.8462 Intermediate Similarity NPC470723
0.8443 Intermediate Similarity NPC103916
0.843 Intermediate Similarity NPC63010
0.8417 Intermediate Similarity NPC69539
0.8413 Intermediate Similarity NPC128321
0.839 Intermediate Similarity NPC474920
0.8387 Intermediate Similarity NPC188997
0.8372 Intermediate Similarity NPC160623
0.8361 Intermediate Similarity NPC32152
0.8347 Intermediate Similarity NPC187993
0.8347 Intermediate Similarity NPC238176
0.8333 Intermediate Similarity NPC115861
0.8333 Intermediate Similarity NPC28476
0.8333 Intermediate Similarity NPC133407
0.832 Intermediate Similarity NPC261992
0.8295 Intermediate Similarity NPC11089
0.8293 Intermediate Similarity NPC474131
0.8293 Intermediate Similarity NPC232295
0.8281 Intermediate Similarity NPC47288
0.8264 Intermediate Similarity NPC242580
0.8264 Intermediate Similarity NPC126759
0.8264 Intermediate Similarity NPC236070
0.8246 Intermediate Similarity NPC24327
0.8246 Intermediate Similarity NPC12870
0.824 Intermediate Similarity NPC152946
0.8231 Intermediate Similarity NPC153019
0.8203 Intermediate Similarity NPC46978
0.8203 Intermediate Similarity NPC156298
0.8197 Intermediate Similarity NPC238075
0.819 Intermediate Similarity NPC326801
0.8174 Intermediate Similarity NPC241224
0.8168 Intermediate Similarity NPC27578
0.8168 Intermediate Similarity NPC289624
0.8167 Intermediate Similarity NPC35344
0.8167 Intermediate Similarity NPC141003
0.8154 Intermediate Similarity NPC196193
0.8154 Intermediate Similarity NPC325003
0.814 Intermediate Similarity NPC176590
0.814 Intermediate Similarity NPC81261
0.813 Intermediate Similarity NPC283616
0.811 Intermediate Similarity NPC75432
0.8106 Intermediate Similarity NPC211352
0.8106 Intermediate Similarity NPC472524
0.8095 Intermediate Similarity NPC302211
0.8095 Intermediate Similarity NPC46586
0.8095 Intermediate Similarity NPC204535
0.8092 Intermediate Similarity NPC474200
0.8083 Intermediate Similarity NPC98372
0.8083 Intermediate Similarity NPC280760
0.8077 Intermediate Similarity NPC206028
0.8077 Intermediate Similarity NPC96719
0.8077 Intermediate Similarity NPC222108
0.8047 Intermediate Similarity NPC232387
0.8047 Intermediate Similarity NPC76119
0.8047 Intermediate Similarity NPC4286
0.8047 Intermediate Similarity NPC105031
0.8031 Intermediate Similarity NPC474130
0.803 Intermediate Similarity NPC189482
0.8029 Intermediate Similarity NPC186033
0.8015 Intermediate Similarity NPC249425
0.8 Intermediate Similarity NPC275627
0.8 Intermediate Similarity NPC215300
0.8 Intermediate Similarity NPC60389
0.8 Intermediate Similarity NPC38017
0.8 Intermediate Similarity NPC300166
0.7984 Intermediate Similarity NPC470724
0.7984 Intermediate Similarity NPC170485
0.7971 Intermediate Similarity NPC258083
0.797 Intermediate Similarity NPC469610
0.7969 Intermediate Similarity NPC190086
0.7969 Intermediate Similarity NPC270030
0.7969 Intermediate Similarity NPC276962
0.7969 Intermediate Similarity NPC147896
0.7967 Intermediate Similarity NPC290470
0.7967 Intermediate Similarity NPC33900
0.7967 Intermediate Similarity NPC154256
0.7966 Intermediate Similarity NPC233320
0.7956 Intermediate Similarity NPC472523
0.7955 Intermediate Similarity NPC472590
0.7955 Intermediate Similarity NPC149337
0.7955 Intermediate Similarity NPC471983
0.7951 Intermediate Similarity NPC87563
0.7951 Intermediate Similarity NPC470837
0.7939 Intermediate Similarity NPC472797
0.7937 Intermediate Similarity NPC322569
0.7937 Intermediate Similarity NPC218753
0.7934 Intermediate Similarity NPC46940
0.7926 Intermediate Similarity NPC21797
0.7926 Intermediate Similarity NPC194847
0.7923 Intermediate Similarity NPC98745
0.7923 Intermediate Similarity NPC100129
0.7923 Intermediate Similarity NPC186889
0.7923 Intermediate Similarity NPC473221
0.7923 Intermediate Similarity NPC53781
0.792 Intermediate Similarity NPC98748
0.791 Intermediate Similarity NPC141023
0.7907 Intermediate Similarity NPC476254
0.7907 Intermediate Similarity NPC105718
0.7907 Intermediate Similarity NPC470726
0.7907 Intermediate Similarity NPC131397
0.7907 Intermediate Similarity NPC278955
0.7895 Intermediate Similarity NPC85595
0.7895 Intermediate Similarity NPC470161
0.7895 Intermediate Similarity NPC469611
0.7895 Intermediate Similarity NPC183103
0.7895 Intermediate Similarity NPC472798
0.7887 Intermediate Similarity NPC474107
0.7886 Intermediate Similarity NPC301321
0.7879 Intermediate Similarity NPC470727
0.7874 Intermediate Similarity NPC476165
0.7872 Intermediate Similarity NPC211565
0.7868 Intermediate Similarity NPC35550
0.7863 Intermediate Similarity NPC223912
0.7863 Intermediate Similarity NPC181675
0.7863 Intermediate Similarity NPC23012
0.7857 Intermediate Similarity NPC221318
0.7852 Intermediate Similarity NPC327382
0.7851 Intermediate Similarity NPC95716
0.7846 Intermediate Similarity NPC244364
0.7846 Intermediate Similarity NPC82299
0.784 Intermediate Similarity NPC190514
0.7836 Intermediate Similarity NPC470406
0.7829 Intermediate Similarity NPC474237
0.7829 Intermediate Similarity NPC138248
0.7829 Intermediate Similarity NPC228503
0.7826 Intermediate Similarity NPC265075
0.782 Intermediate Similarity NPC211413
0.782 Intermediate Similarity NPC282508
0.782 Intermediate Similarity NPC68205
0.782 Intermediate Similarity NPC244888
0.782 Intermediate Similarity NPC8899
0.782 Intermediate Similarity NPC164804
0.782 Intermediate Similarity NPC293203
0.782 Intermediate Similarity NPC118683
0.7812 Intermediate Similarity NPC150026
0.7812 Intermediate Similarity NPC30462
0.7812 Intermediate Similarity NPC74137
0.781 Intermediate Similarity NPC265335
0.7803 Intermediate Similarity NPC472795
0.7803 Intermediate Similarity NPC472796
0.7803 Intermediate Similarity NPC134360
0.7801 Intermediate Similarity NPC233980
0.7797 Intermediate Similarity NPC475269
0.7795 Intermediate Similarity NPC473875
0.7795 Intermediate Similarity NPC96423
0.7794 Intermediate Similarity NPC133463
0.7794 Intermediate Similarity NPC170328
0.7794 Intermediate Similarity NPC472648
0.7794 Intermediate Similarity NPC206525
0.7794 Intermediate Similarity NPC472647
0.7794 Intermediate Similarity NPC474610
0.7794 Intermediate Similarity NPC472649
0.7794 Intermediate Similarity NPC191462
0.7794 Intermediate Similarity NPC205442
0.7787 Intermediate Similarity NPC302371
0.7786 Intermediate Similarity NPC95034
0.7786 Intermediate Similarity NPC298884
0.7786 Intermediate Similarity NPC36732
0.7786 Intermediate Similarity NPC142087
0.7786 Intermediate Similarity NPC471986
0.7786 Intermediate Similarity NPC469386
0.7778 Intermediate Similarity NPC121866
0.7778 Intermediate Similarity NPC27394
0.7778 Intermediate Similarity NPC184302
0.7778 Intermediate Similarity NPC85895
0.7778 Intermediate Similarity NPC473107
0.7778 Intermediate Similarity NPC137294
0.777 Intermediate Similarity NPC175838
0.777 Intermediate Similarity NPC149780
0.7769 Intermediate Similarity NPC303521
0.7769 Intermediate Similarity NPC132720
0.7769 Intermediate Similarity NPC170749
0.7769 Intermediate Similarity NPC2682
0.7769 Intermediate Similarity NPC81641
0.7769 Intermediate Similarity NPC475852
0.7761 Intermediate Similarity NPC73656
0.7761 Intermediate Similarity NPC218884
0.7761 Intermediate Similarity NPC228843

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC212559 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
0.8917 High Similarity NPD1611 Approved
0.8504 High Similarity NPD4625 Phase 3
0.8333 Intermediate Similarity NPD6671 Approved
0.8319 Intermediate Similarity NPD1398 Phase 1
0.8264 Intermediate Similarity NPD7340 Approved
0.8254 Intermediate Similarity NPD6696 Suspended
0.8211 Intermediate Similarity NPD1651 Approved
0.8211 Intermediate Similarity NPD5691 Approved
0.8197 Intermediate Similarity NPD7644 Approved
0.8083 Intermediate Similarity NPD7635 Approved
0.8031 Intermediate Similarity NPD5327 Phase 3
0.8 Intermediate Similarity NPD4626 Approved
0.7923 Intermediate Similarity NPD2861 Phase 2
0.792 Intermediate Similarity NPD3444 Approved
0.792 Intermediate Similarity NPD3445 Approved
0.792 Intermediate Similarity NPD3443 Approved
0.7891 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7879 Intermediate Similarity NPD6812 Clinical (unspecified phase)
0.7874 Intermediate Similarity NPD1281 Approved
0.7869 Intermediate Similarity NPD498 Approved
0.7869 Intermediate Similarity NPD496 Approved
0.7869 Intermediate Similarity NPD495 Approved
0.7826 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7805 Intermediate Similarity NPD497 Approved
0.7761 Intermediate Similarity NPD4060 Phase 1
0.7761 Intermediate Similarity NPD2979 Phase 3
0.7752 Intermediate Similarity NPD4749 Approved
0.7742 Intermediate Similarity NPD709 Approved
0.7731 Intermediate Similarity NPD968 Approved
0.7724 Intermediate Similarity NPD5283 Phase 1
0.7692 Intermediate Similarity NPD1283 Approved
0.7667 Intermediate Similarity NPD2342 Discontinued
0.7656 Intermediate Similarity NPD3496 Discontinued
0.7652 Intermediate Similarity NPD2237 Approved
0.7642 Intermediate Similarity NPD5535 Approved
0.7638 Intermediate Similarity NPD5585 Approved
0.7615 Intermediate Similarity NPD1669 Approved
0.7612 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.76 Intermediate Similarity NPD2557 Approved
0.7576 Intermediate Similarity NPD4624 Approved
0.7556 Intermediate Similarity NPD4475 Approved
0.7556 Intermediate Similarity NPD4474 Approved
0.7554 Intermediate Similarity NPD2346 Discontinued
0.7541 Intermediate Similarity NPD5451 Approved
0.7538 Intermediate Similarity NPD2230 Approved
0.7538 Intermediate Similarity NPD2232 Approved
0.7538 Intermediate Similarity NPD2233 Approved
0.7518 Intermediate Similarity NPD6353 Approved
0.7518 Intermediate Similarity NPD4097 Suspended
0.75 Intermediate Similarity NPD4140 Approved
0.75 Intermediate Similarity NPD4098 Discontinued
0.75 Intermediate Similarity NPD6090 Discontinued
0.75 Intermediate Similarity NPD5929 Approved
0.7481 Intermediate Similarity NPD7985 Registered
0.7481 Intermediate Similarity NPD7294 Phase 1
0.7481 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.746 Intermediate Similarity NPD6387 Discontinued
0.7459 Intermediate Similarity NPD2684 Approved
0.7445 Intermediate Similarity NPD5735 Approved
0.7426 Intermediate Similarity NPD8032 Phase 2
0.7405 Intermediate Similarity NPD1840 Phase 2
0.7368 Intermediate Similarity NPD2797 Approved
0.7364 Intermediate Similarity NPD6382 Discontinued
0.7364 Intermediate Similarity NPD3049 Approved
0.7357 Intermediate Similarity NPD2438 Suspended
0.7357 Intermediate Similarity NPD2531 Phase 2
0.7348 Intermediate Similarity NPD4359 Approved
0.7333 Intermediate Similarity NPD4908 Phase 1
0.7328 Intermediate Similarity NPD1610 Phase 2
0.7323 Intermediate Similarity NPD7157 Approved
0.7313 Intermediate Similarity NPD6584 Phase 3
0.7313 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD1778 Approved
0.7308 Intermediate Similarity NPD17 Approved
0.7305 Intermediate Similarity NPD5763 Approved
0.7305 Intermediate Similarity NPD5762 Approved
0.7293 Intermediate Similarity NPD8651 Approved
0.7287 Intermediate Similarity NPD1548 Phase 1
0.7287 Intermediate Similarity NPD6581 Approved
0.7287 Intermediate Similarity NPD6580 Approved
0.7286 Intermediate Similarity NPD2156 Approved
0.7286 Intermediate Similarity NPD2155 Approved
0.7286 Intermediate Similarity NPD2154 Approved
0.7286 Intermediate Similarity NPD4108 Discontinued
0.728 Intermediate Similarity NPD1139 Approved
0.728 Intermediate Similarity NPD1137 Approved
0.7279 Intermediate Similarity NPD7095 Approved
0.7266 Intermediate Similarity NPD3596 Phase 2
0.7266 Intermediate Similarity NPD2157 Approved
0.7259 Intermediate Similarity NPD1712 Approved
0.7246 Intermediate Similarity NPD4307 Phase 2
0.7239 Intermediate Similarity NPD3267 Approved
0.7239 Intermediate Similarity NPD3266 Approved
0.7236 Intermediate Similarity NPD290 Approved
0.7234 Intermediate Similarity NPD6100 Approved
0.7234 Intermediate Similarity NPD6099 Approved
0.7234 Intermediate Similarity NPD4477 Approved
0.7234 Intermediate Similarity NPD4476 Approved
0.7231 Intermediate Similarity NPD6830 Clinical (unspecified phase)
0.723 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD1138 Approved
0.7222 Intermediate Similarity NPD7843 Approved
0.7213 Intermediate Similarity NPD9697 Approved
0.7203 Intermediate Similarity NPD6674 Discontinued
0.7192 Intermediate Similarity NPD7446 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD2107 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD2554 Approved
0.7176 Intermediate Similarity NPD6516 Phase 2
0.7176 Intermediate Similarity NPD5846 Approved
0.7176 Intermediate Similarity NPD2556 Approved
0.7167 Intermediate Similarity NPD289 Clinical (unspecified phase)
0.7165 Intermediate Similarity NPD594 Approved
0.7165 Intermediate Similarity NPD592 Approved
0.7163 Intermediate Similarity NPD6029 Clinical (unspecified phase)
0.7163 Intermediate Similarity NPD6028 Clinical (unspecified phase)
0.7154 Intermediate Similarity NPD2486 Discontinued
0.7154 Intermediate Similarity NPD1182 Approved
0.7153 Intermediate Similarity NPD7003 Approved
0.7143 Intermediate Similarity NPD1608 Approved
0.7143 Intermediate Similarity NPD2231 Phase 2
0.7143 Intermediate Similarity NPD2235 Phase 2
0.7143 Intermediate Similarity NPD2676 Approved
0.7143 Intermediate Similarity NPD2675 Approved
0.7143 Intermediate Similarity NPD4579 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD4319 Phase 2
0.7133 Intermediate Similarity NPD2897 Discontinued
0.7133 Intermediate Similarity NPD7037 Approved
0.7119 Intermediate Similarity NPD844 Approved
0.7114 Intermediate Similarity NPD3226 Approved
0.7113 Intermediate Similarity NPD2935 Discontinued
0.7101 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7101 Intermediate Similarity NPD3268 Approved
0.7101 Intermediate Similarity NPD2313 Discontinued
0.709 Intermediate Similarity NPD6582 Phase 2
0.709 Intermediate Similarity NPD6583 Phase 3
0.708 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD4622 Approved
0.7071 Intermediate Similarity NPD4618 Approved
0.7068 Intermediate Similarity NPD3705 Approved
0.7068 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD3691 Phase 2
0.7059 Intermediate Similarity NPD3690 Phase 2
0.7059 Intermediate Similarity NPD288 Approved
0.7059 Intermediate Similarity NPD2798 Approved
0.705 Intermediate Similarity NPD7265 Discontinued
0.705 Intermediate Similarity NPD4870 Approved
0.705 Intermediate Similarity NPD7477 Discontinued
0.7045 Intermediate Similarity NPD2423 Clinical (unspecified phase)
0.7045 Intermediate Similarity NPD2668 Approved
0.7045 Intermediate Similarity NPD2667 Approved
0.7042 Intermediate Similarity NPD4308 Phase 3
0.7034 Intermediate Similarity NPD6331 Phase 2
0.7034 Intermediate Similarity NPD6658 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD5261 Clinical (unspecified phase)
0.7015 Intermediate Similarity NPD3972 Approved
0.7015 Intermediate Similarity NPD1244 Clinical (unspecified phase)
0.7007 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD2238 Phase 2
0.7 Intermediate Similarity NPD3620 Phase 2
0.7 Intermediate Similarity NPD7325 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD3110 Approved
0.7 Intermediate Similarity NPD5837 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD3597 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD3109 Approved
0.7 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD1613 Approved
0.6993 Remote Similarity NPD6032 Approved
0.6993 Remote Similarity NPD5616 Clinical (unspecified phase)
0.6992 Remote Similarity NPD3294 Phase 2
0.6978 Remote Similarity NPD5110 Phase 2
0.6978 Remote Similarity NPD5111 Phase 2
0.6978 Remote Similarity NPD6798 Discontinued
0.6978 Remote Similarity NPD1336 Approved
0.6978 Remote Similarity NPD5109 Approved
0.6972 Remote Similarity NPD4538 Approved
0.6972 Remote Similarity NPD5688 Approved
0.6972 Remote Similarity NPD5689 Approved
0.6972 Remote Similarity NPD4536 Approved
0.6972 Remote Similarity NPD4537 Clinical (unspecified phase)
0.6963 Remote Similarity NPD6540 Phase 3
0.6963 Remote Similarity NPD6542 Approved
0.6963 Remote Similarity NPD6539 Approved
0.6963 Remote Similarity NPD6543 Approved
0.6959 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6957 Remote Similarity NPD5752 Clinical (unspecified phase)
0.6953 Remote Similarity NPD821 Approved
0.695 Remote Similarity NPD6355 Discontinued
0.695 Remote Similarity NPD3657 Discovery
0.6948 Remote Similarity NPD4581 Clinical (unspecified phase)
0.6947 Remote Similarity NPD5536 Phase 2
0.6944 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6944 Remote Similarity NPD7030 Discontinued
0.6944 Remote Similarity NPD6800 Clinical (unspecified phase)
0.6942 Remote Similarity NPD3020 Approved
0.6937 Remote Similarity NPD5844 Phase 1
0.6934 Remote Similarity NPD7905 Discontinued
0.6929 Remote Similarity NPD6233 Phase 2
0.6923 Remote Similarity NPD2799 Discontinued
0.6923 Remote Similarity NPD3748 Approved

Structure

External Identifiers

PubChem CID   174859
ChEMBL   CHEMBL461774
ZINC  

Physicochemical Properties

Molecular Weight:  240.12
ALogP:  0.856
MLogP:  3
XLogP:  4.243
# Rotatable Bonds:  4
Polar Surface Area:  18.46
# H-Bond Aceptor:  0
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  18

Download Data

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