NPASS drugs

Drug Information

Drug ID:	NPD3070
Drug Name:	darbufelone
Molecular Formula:	C18H24N2O2S
Canonical SMILES:	CC(c1cc(/C=C/2SC(=N)N=C2O)cc(c1O)C(C)(C)C)(C)C
Standard InCHI:	InChI=1S/C18H24N2O2S/c1-17(2,3)11-7-10(8-12(14(11)21)18(4,5)6)9-13-15(22)20-16(19)23-13/h7-9,21H,1-6H3,(H2,19,20,22)/b13-9-
Standard InCHIKey:	AKTXOQVMWSFEBQ-LCYFTJDESA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3070

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	105
0.1-0.2	1122
0.2-0.3	3445
0.3-0.4	9908
0.4-0.5	8293
0.5-0.6	7050
0.6-0.7	915
0.7-0.8	52
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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
Intermediate Similarity	0.7739	NPC144682
Intermediate Similarity	0.7627	NPC225506
Intermediate Similarity	0.7542	NPC252821
Intermediate Similarity	0.7542	NPC122005
Intermediate Similarity	0.7538	NPC324702
Intermediate Similarity	0.7521	NPC219286
Intermediate Similarity	0.7521	NPC99557
Intermediate Similarity	0.75	NPC289769
Intermediate Similarity	0.7339	NPC470039
Intermediate Similarity	0.7311	NPC77492
Intermediate Similarity	0.7311	NPC107619
Intermediate Similarity	0.7304	NPC70436
Intermediate Similarity	0.7288	NPC8392
Intermediate Similarity	0.7273	NPC86966
Intermediate Similarity	0.7258	NPC142297
Intermediate Similarity	0.725	NPC128723
Intermediate Similarity	0.7236	NPC138942
Intermediate Similarity	0.7222	NPC474149
Intermediate Similarity	0.7213	NPC168829
Intermediate Similarity	0.7213	NPC269212
Intermediate Similarity	0.7203	NPC316301
Intermediate Similarity	0.7203	NPC152415
Intermediate Similarity	0.7203	NPC27323
Intermediate Similarity	0.7197	NPC112823
Intermediate Similarity	0.719	NPC211885
Intermediate Similarity	0.7179	NPC204210
Intermediate Similarity	0.7179	NPC306074
Intermediate Similarity	0.7177	NPC231705
Intermediate Similarity	0.7154	NPC288411
Intermediate Similarity	0.7143	NPC258056
Intermediate Similarity	0.7143	NPC222146
Intermediate Similarity	0.7109	NPC228425
Intermediate Similarity	0.7107	NPC92730
Intermediate Similarity	0.7097	NPC243677
Intermediate Similarity	0.7087	NPC13482
Intermediate Similarity	0.7073	NPC178902
Intermediate Similarity	0.7063	NPC96224
Intermediate Similarity	0.7063	NPC24101
Intermediate Similarity	0.704	NPC271274
Intermediate Similarity	0.7034	NPC155908
Intermediate Similarity	0.7034	NPC270547
Intermediate Similarity	0.7031	NPC176279
Intermediate Similarity	0.7031	NPC260323
Intermediate Similarity	0.7025	NPC225464
Intermediate Similarity	0.7025	NPC315921
Intermediate Similarity	0.7009	NPC242240
Intermediate Similarity	0.7009	NPC123273
Intermediate Similarity	0.7009	NPC98772
Intermediate Similarity	0.7009	NPC177420
Intermediate Similarity	0.7009	NPC318325
Intermediate Similarity	0.7009	NPC280347
Intermediate Similarity	0.7	NPC26244
Remote Similarity	0.6992	NPC283760
Remote Similarity	0.6992	NPC252105
Remote Similarity	0.6992	NPC51015
Remote Similarity	0.6984	NPC151477
Remote Similarity	0.6984	NPC228737
Remote Similarity	0.6977	NPC250323
Remote Similarity	0.6967	NPC299762
Remote Similarity	0.6967	NPC33675
Remote Similarity	0.696	NPC303141
Remote Similarity	0.696	NPC47284
Remote Similarity	0.6953	NPC296683
Remote Similarity	0.6953	NPC141782
Remote Similarity	0.6949	NPC55561
Remote Similarity	0.6947	NPC317254
Remote Similarity	0.6947	NPC192948
Remote Similarity	0.6947	NPC35797
Remote Similarity	0.6942	NPC473388
Remote Similarity	0.6935	NPC108497
Remote Similarity	0.6929	NPC61885
Remote Similarity	0.6929	NPC63698
Remote Similarity	0.6929	NPC153690
Remote Similarity	0.6929	NPC262365
Remote Similarity	0.6923	NPC113460
Remote Similarity	0.6923	NPC25493
Remote Similarity	0.6917	NPC128062
Remote Similarity	0.6917	NPC151715
Remote Similarity	0.6905	NPC477814
Remote Similarity	0.6905	NPC310456
Remote Similarity	0.6905	NPC53740
Remote Similarity	0.6905	NPC21594
Remote Similarity	0.6899	NPC95716
Remote Similarity	0.6894	NPC477137
Remote Similarity	0.6894	NPC38893
Remote Similarity	0.6894	NPC308311
Remote Similarity	0.6894	NPC471668
Remote Similarity	0.6891	NPC304541
Remote Similarity	0.687	NPC195922
Remote Similarity	0.687	NPC268160
Remote Similarity	0.687	NPC118202
Remote Similarity	0.6864	NPC258219
Remote Similarity	0.685	NPC320439
Remote Similarity	0.6846	NPC46940
Remote Similarity	0.6842	NPC477136
Remote Similarity	0.6842	NPC304510
Remote Similarity	0.6842	NPC172219
Remote Similarity	0.6838	NPC307235
Remote Similarity	0.6838	NPC23167
Remote Similarity	0.6838	NPC184169
Remote Similarity	0.6838	NPC407
Remote Similarity	0.6833	NPC55903
Remote Similarity	0.6825	NPC117115
Remote Similarity	0.6822	NPC44732
Remote Similarity	0.6818	NPC147179
Remote Similarity	0.6818	NPC469719
Remote Similarity	0.6803	NPC82664
Remote Similarity	0.6803	NPC216520
Remote Similarity	0.6803	NPC292730
Remote Similarity	0.6803	NPC132271
Remote Similarity	0.68	NPC470202
Remote Similarity	0.6797	NPC306295
Remote Similarity	0.6794	NPC141003
Remote Similarity	0.6794	NPC35344
Remote Similarity	0.6794	NPC263753
Remote Similarity	0.6791	NPC471671
Remote Similarity	0.6791	NPC154030
Remote Similarity	0.6774	NPC248396
Remote Similarity	0.6774	NPC72729
Remote Similarity	0.6774	NPC129373
Remote Similarity	0.6774	NPC48730
Remote Similarity	0.6772	NPC155072
Remote Similarity	0.6772	NPC469913
Remote Similarity	0.6772	NPC54765
Remote Similarity	0.6769	NPC165770
Remote Similarity	0.6769	NPC166837
Remote Similarity	0.6769	NPC476632
Remote Similarity	0.6769	NPC308689
Remote Similarity	0.6769	NPC77772
Remote Similarity	0.6769	NPC4493
Remote Similarity	0.6769	NPC151537
Remote Similarity	0.6769	NPC322753
Remote Similarity	0.6769	NPC266937
Remote Similarity	0.6769	NPC470770
Remote Similarity	0.6769	NPC225679
Remote Similarity	0.6767	NPC82963
Remote Similarity	0.6767	NPC469663
Remote Similarity	0.6767	NPC154511
Remote Similarity	0.6767	NPC92
Remote Similarity	0.6767	NPC308828
Remote Similarity	0.6767	NPC247858
Remote Similarity	0.6767	NPC474387
Remote Similarity	0.6767	NPC474358
Remote Similarity	0.6767	NPC137496
Remote Similarity	0.6767	NPC257540
Remote Similarity	0.6767	NPC219112
Remote Similarity	0.6765	NPC473051
Remote Similarity	0.6765	NPC473050
Remote Similarity	0.6752	NPC197783
Remote Similarity	0.6752	NPC155393
Remote Similarity	0.675	NPC45040
Remote Similarity	0.6748	NPC6597
Remote Similarity	0.6748	NPC152097
Remote Similarity	0.6748	NPC79241
Remote Similarity	0.6746	NPC120719
Remote Similarity	0.6746	NPC272029
Remote Similarity	0.6744	NPC75272
Remote Similarity	0.6744	NPC58865
Remote Similarity	0.6744	NPC471954
Remote Similarity	0.6742	NPC12656
Remote Similarity	0.6742	NPC107240
Remote Similarity	0.6741	NPC469644
Remote Similarity	0.6741	NPC126002
Remote Similarity	0.6741	NPC93071
Remote Similarity	0.672	NPC101025
Remote Similarity	0.672	NPC472585
Remote Similarity	0.672	NPC471578
Remote Similarity	0.672	NPC477685
Remote Similarity	0.6718	NPC177962
Remote Similarity	0.6718	NPC43525
Remote Similarity	0.6718	NPC228988
Remote Similarity	0.6718	NPC62867
Remote Similarity	0.6718	NPC286222
Remote Similarity	0.6718	NPC98372
Remote Similarity	0.6718	NPC471179
Remote Similarity	0.6716	NPC38458
Remote Similarity	0.6716	NPC311737
Remote Similarity	0.6716	NPC174087
Remote Similarity	0.6716	NPC16030
Remote Similarity	0.6714	NPC476353
Remote Similarity	0.6694	NPC260775
Remote Similarity	0.6694	NPC210497
Remote Similarity	0.6694	NPC216468
Remote Similarity	0.6694	NPC51333
Remote Similarity	0.6694	NPC125732
Remote Similarity	0.6694	NPC78119
Remote Similarity	0.6694	NPC94139
Remote Similarity	0.6694	NPC162314
Remote Similarity	0.6694	NPC306884
Remote Similarity	0.6694	NPC147284
Remote Similarity	0.6694	NPC275104
Remote Similarity	0.6694	NPC3358
Remote Similarity	0.6694	NPC271440
Remote Similarity	0.6694	NPC80027
Remote Similarity	0.6694	NPC325292
Remote Similarity	0.6694	NPC138117
Remote Similarity	0.6694	NPC132078
Remote Similarity	0.6693	NPC474839
Remote Similarity	0.6692	NPC132720
Remote Similarity	0.6692	NPC474486

Drug Structure

NPD3070 OpenBabel08211702562D 26 27 0 0 0 0 0 0 0 0999 V2000 5.4347 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9347 -0.6285 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2026 2.3715 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7026 1.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 2.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 1.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3849 1.1215 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 -0.6581 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 0.5055 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0169 -2.3794 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.7971 1.9305 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 1.5055 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2738 -3.0485 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 17 1 0 0 0 0 3 17 1 0 0 0 0 4 18 1 0 0 0 0 5 18 1 0 0 0 0 6 18 1 0 0 0 0 7 10 2 0 0 0 0 7 11 1 0 0 0 0 8 10 1 0 0 0 0 8 12 2 0 0 0 0 9 10 1 0 0 0 0 9 13 2 0 0 0 0 11 14 2 0 0 0 0 11 17 1 0 0 0 0 12 14 1 0 0 0 0 12 18 1 0 0 0 0 13 15 1 0 0 0 0 13 23 1 0 0 0 0 14 21 1 0 0 0 0 15 20 2 0 0 0 0 15 22 1 0 0 0 0 16 19 2 0 0 0 0 16 20 1 0 0 0 0 16 23 1 0 0 0 0 19 24 1 0 0 0 0 21 25 1 0 0 0 0 22 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010618
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	332.16
ALogP	3.089
MLogP	2.89
XLogP	5.538
HDA	3
HBD	3
Rotatable Bonds	11
TPSA	101.97
RO5 Violation	1