NPASS drugs

Drug Information

Drug ID:	NPD3495
Drug Name:	miltirone
Molecular Formula:	C19H22O2
Canonical SMILES:	CC(C1=Cc2ccc3c(c2C(=O)C1=O)CCCC3(C)C)C
Standard InCHI:	InChI=1S/C19H22O2/c1-11(2)14-10-12-7-8-15-13(6-5-9-19(15,3)4)16(12)18(21)17(14)20/h7-8,10-11H,5-6,9H2,1-4H3
Standard InCHIKey:	FEFAIBOZOKSLJR-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3495

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
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	182
0.1-0.2	1257
0.2-0.3	2038
0.3-0.4	7181
0.4-0.5	12065
0.5-0.6	6668
0.6-0.7	1213
0.7-0.8	199
0.8-0.85	45
0.85-0.9	19
0.9-0.95	12
0.95-1	11

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC239185
High Similarity	0.989	NPC134882
High Similarity	0.978	NPC265220
High Similarity	0.9677	NPC476993
High Similarity	0.9677	NPC109514
High Similarity	0.9674	NPC75724
High Similarity	0.967	NPC219573
High Similarity	0.967	NPC185208
High Similarity	0.956	NPC260233
High Similarity	0.9556	NPC153885
High Similarity	0.9556	NPC323420
High Similarity	0.9462	NPC49994
High Similarity	0.9451	NPC238219
High Similarity	0.9444	NPC133461
High Similarity	0.9341	NPC155232
High Similarity	0.9341	NPC59677
High Similarity	0.913	NPC188844
High Similarity	0.913	NPC1682
High Similarity	0.9121	NPC173413
High Similarity	0.9032	NPC289883
High Similarity	0.9022	NPC284475
High Similarity	0.9011	NPC298115
High Similarity	0.9	NPC470252
High Similarity	0.8913	NPC277277
High Similarity	0.8901	NPC157778
High Similarity	0.8889	NPC160339
High Similarity	0.8889	NPC307
High Similarity	0.8804	NPC418308
High Similarity	0.8791	NPC69057
High Similarity	0.8791	NPC43945
High Similarity	0.8737	NPC472880
High Similarity	0.871	NPC19256
High Similarity	0.8696	NPC267262
High Similarity	0.8687	NPC472691
High Similarity	0.8687	NPC247976
High Similarity	0.8687	NPC475939
High Similarity	0.8687	NPC474866
High Similarity	0.8687	NPC471829
High Similarity	0.8654	NPC470253
High Similarity	0.8641	NPC265513
High Similarity	0.8571	NPC326664
High Similarity	0.8558	NPC280789
Intermediate Similarity	0.8485	NPC472879
Intermediate Similarity	0.8476	NPC93287
Intermediate Similarity	0.8476	NPC143768
Intermediate Similarity	0.8431	NPC472699
Intermediate Similarity	0.8431	NPC100767
Intermediate Similarity	0.8431	NPC472700
Intermediate Similarity	0.8421	NPC125226
Intermediate Similarity	0.8396	NPC471721
Intermediate Similarity	0.8352	NPC215008
Intermediate Similarity	0.835	NPC472696
Intermediate Similarity	0.835	NPC472701
Intermediate Similarity	0.835	NPC472695
Intermediate Similarity	0.835	NPC472683
Intermediate Similarity	0.8333	NPC145053
Intermediate Similarity	0.8318	NPC215419
Intermediate Similarity	0.8298	NPC153308
Intermediate Similarity	0.8235	NPC329282
Intermediate Similarity	0.8229	NPC103346
Intermediate Similarity	0.8222	NPC190567
Intermediate Similarity	0.8222	NPC285716
Intermediate Similarity	0.8222	NPC17408
Intermediate Similarity	0.8208	NPC218855
Intermediate Similarity	0.8152	NPC273758
Intermediate Similarity	0.8132	NPC12936
Intermediate Similarity	0.8132	NPC273033
Intermediate Similarity	0.8131	NPC471481
Intermediate Similarity	0.8111	NPC300205
Intermediate Similarity	0.8091	NPC323440
Intermediate Similarity	0.8091	NPC80605
Intermediate Similarity	0.8091	NPC222968
Intermediate Similarity	0.8085	NPC164526
Intermediate Similarity	0.8056	NPC234637
Intermediate Similarity	0.8056	NPC130591
Intermediate Similarity	0.8037	NPC292834
Intermediate Similarity	0.8022	NPC71664
Intermediate Similarity	0.8022	NPC164086
Intermediate Similarity	0.8021	NPC113307
Intermediate Similarity	0.8021	NPC325709
Intermediate Similarity	0.802	NPC221825
Intermediate Similarity	0.8	NPC469843
Intermediate Similarity	0.8	NPC285470
Intermediate Similarity	0.8	NPC226041
Intermediate Similarity	0.8	NPC2785
Intermediate Similarity	0.8	NPC103488
Intermediate Similarity	0.8	NPC36342
Intermediate Similarity	0.7981	NPC471186
Intermediate Similarity	0.7981	NPC474910
Intermediate Similarity	0.7981	NPC172483
Intermediate Similarity	0.7979	NPC252067
Intermediate Similarity	0.7946	NPC202015
Intermediate Similarity	0.7944	NPC474057
Intermediate Similarity	0.7941	NPC133809
Intermediate Similarity	0.7941	NPC225079
Intermediate Similarity	0.7941	NPC136810
Intermediate Similarity	0.7941	NPC128248
Intermediate Similarity	0.7938	NPC58872
Intermediate Similarity	0.7912	NPC151405
Intermediate Similarity	0.7912	NPC139901
Intermediate Similarity	0.7909	NPC260886
Intermediate Similarity	0.789	NPC67377
Intermediate Similarity	0.7889	NPC245966
Intermediate Similarity	0.787	NPC186128
Intermediate Similarity	0.7857	NPC318173
Intermediate Similarity	0.783	NPC203732
Intermediate Similarity	0.7822	NPC240042
Intermediate Similarity	0.7818	NPC474095
Intermediate Similarity	0.7818	NPC93181
Intermediate Similarity	0.781	NPC134120
Intermediate Similarity	0.7807	NPC472981
Intermediate Similarity	0.7788	NPC476645
Intermediate Similarity	0.7788	NPC274443
Intermediate Similarity	0.7788	NPC329556
Intermediate Similarity	0.7778	NPC137315
Intermediate Similarity	0.7768	NPC61651
Intermediate Similarity	0.7768	NPC268930
Intermediate Similarity	0.7766	NPC197581
Intermediate Similarity	0.7766	NPC39600
Intermediate Similarity	0.7759	NPC328107
Intermediate Similarity	0.7755	NPC110420
Intermediate Similarity	0.7755	NPC26224
Intermediate Similarity	0.7755	NPC303967
Intermediate Similarity	0.7755	NPC67585
Intermediate Similarity	0.7739	NPC167323
Intermediate Similarity	0.7739	NPC269923
Intermediate Similarity	0.7719	NPC238861
Intermediate Similarity	0.7719	NPC232958
Intermediate Similarity	0.7719	NPC77000
Intermediate Similarity	0.7717	NPC272260
Intermediate Similarity	0.7692	NPC222390
Intermediate Similarity	0.7692	NPC3190
Intermediate Similarity	0.7692	NPC244427
Intermediate Similarity	0.7692	NPC249018
Intermediate Similarity	0.7692	NPC9796
Intermediate Similarity	0.7677	NPC475023
Intermediate Similarity	0.7677	NPC475059
Intermediate Similarity	0.7664	NPC470007
Intermediate Similarity	0.7664	NPC112903
Intermediate Similarity	0.766	NPC230068
Intermediate Similarity	0.7658	NPC217111
Intermediate Similarity	0.7658	NPC228936
Intermediate Similarity	0.7634	NPC477703
Intermediate Similarity	0.7634	NPC95868
Intermediate Similarity	0.7607	NPC85511
Intermediate Similarity	0.76	NPC475057
Intermediate Similarity	0.7593	NPC192577
Intermediate Similarity	0.757	NPC37914
Intermediate Similarity	0.757	NPC83409
Intermediate Similarity	0.757	NPC185763
Intermediate Similarity	0.757	NPC94751
Intermediate Similarity	0.757	NPC142326
Intermediate Similarity	0.7565	NPC476225
Intermediate Similarity	0.7553	NPC100039
Intermediate Similarity	0.7553	NPC73978
Intermediate Similarity	0.7545	NPC471188
Intermediate Similarity	0.7545	NPC66208
Intermediate Similarity	0.7545	NPC471189
Intermediate Similarity	0.7544	NPC472698
Intermediate Similarity	0.7544	NPC472697
Intermediate Similarity	0.7527	NPC159661
Intermediate Similarity	0.75	NPC186933
Intermediate Similarity	0.75	NPC478165
Intermediate Similarity	0.75	NPC144547
Intermediate Similarity	0.75	NPC179726
Intermediate Similarity	0.75	NPC478162
Intermediate Similarity	0.7477	NPC13784
Intermediate Similarity	0.7458	NPC318067
Intermediate Similarity	0.7458	NPC51079
Intermediate Similarity	0.7455	NPC475002
Intermediate Similarity	0.7455	NPC95126
Intermediate Similarity	0.7447	NPC157055
Intermediate Similarity	0.7444	NPC285679
Intermediate Similarity	0.7444	NPC54269
Intermediate Similarity	0.7434	NPC135730
Intermediate Similarity	0.7429	NPC112552
Intermediate Similarity	0.7423	NPC123476
Intermediate Similarity	0.7414	NPC472679
Intermediate Similarity	0.7414	NPC472680
Intermediate Similarity	0.7414	NPC289432
Intermediate Similarity	0.7414	NPC988
Intermediate Similarity	0.7411	NPC294458
Intermediate Similarity	0.7411	NPC196673
Intermediate Similarity	0.7411	NPC196075
Intermediate Similarity	0.7411	NPC241851
Intermediate Similarity	0.7404	NPC145052
Intermediate Similarity	0.7379	NPC12695
Intermediate Similarity	0.7355	NPC51448
Intermediate Similarity	0.7355	NPC72667
Intermediate Similarity	0.7355	NPC115797
Intermediate Similarity	0.735	NPC476234
Intermediate Similarity	0.7333	NPC54647
Intermediate Similarity	0.7333	NPC476042
Intermediate Similarity	0.7333	NPC74458
Intermediate Similarity	0.7328	NPC204784
Intermediate Similarity	0.732	NPC267704
Intermediate Similarity	0.7315	NPC167336
Intermediate Similarity	0.7311	NPC325740
Intermediate Similarity	0.7308	NPC103048
Intermediate Similarity	0.7308	NPC156021

Drug Structure

NPD3495 OpenBabel08211703112D 21 23 0 0 0 0 0 0 0 0999 V2000 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 3.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2321 3.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 11 1 0 0 0 0 3 19 1 0 0 0 0 4 19 1 0 0 0 0 5 6 1 0 0 0 0 5 9 1 0 0 0 0 6 13 1 0 0 0 0 7 8 2 0 0 0 0 7 12 1 0 0 0 0 8 15 1 0 0 0 0 9 19 1 0 0 0 0 10 12 1 0 0 0 0 10 14 2 0 0 0 0 11 14 1 0 0 0 0 12 16 2 0 0 0 0 13 15 2 0 0 0 0 13 16 1 0 0 0 0 14 17 1 0 0 0 0 15 19 1 0 0 0 0 16 18 1 0 0 0 0 17 18 1 0 0 0 0 17 20 2 0 0 0 0 18 21 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007353
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	282.16
ALogP	1.0685
MLogP	3.33
XLogP	6.171
HDA	2
HBD	0
Rotatable Bonds	5
TPSA	34.14
RO5 Violation	1