NPASS drugs

Drug Information

Drug ID:	NPD3960
Drug Name:
Molecular Formula:	C20H22N4O2
Canonical SMILES:	OC1CCC(CC1)Nc1nccc(n1)c1c(C)onc1c1ccccc1
Standard InCHI:	InChI=1S/C20H22N4O2/c1-13-18(19(24-26-13)14-5-3-2-4-6-14)17-11-12-21-20(23-17)22-15-7-9-16(25)10-8-15/h2-6,11-12,15-16,25H,7-10H2,1H3,(H,21,22,23)
Standard InCHIKey:	HOQWCELNTHTYAP-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3960

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	320
0.1-0.2	2239
0.2-0.3	10213
0.3-0.4	10919
0.4-0.5	4281
0.5-0.6	1679
0.6-0.7	1195
0.7-0.8	44
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	0.7623	NPC63109
Intermediate Similarity	0.7592	NPC74619
Intermediate Similarity	0.7522	NPC130570
Intermediate Similarity	0.749	NPC171393
Intermediate Similarity	0.749	NPC295452
Intermediate Similarity	0.7426	NPC477549
Intermediate Similarity	0.7383	NPC472289
Intermediate Similarity	0.7316	NPC276657
Intermediate Similarity	0.7254	NPC178858
Intermediate Similarity	0.7237	NPC77101
Intermediate Similarity	0.7237	NPC219087
Intermediate Similarity	0.7225	NPC309845
Intermediate Similarity	0.7217	NPC62995
Intermediate Similarity	0.721	NPC473317
Intermediate Similarity	0.7198	NPC48317
Intermediate Similarity	0.7186	NPC27041
Intermediate Similarity	0.7178	NPC184225
Intermediate Similarity	0.7169	NPC267343
Intermediate Similarity	0.7155	NPC207686
Intermediate Similarity	0.7143	NPC328596
Intermediate Similarity	0.7143	NPC471192
Intermediate Similarity	0.7143	NPC328318
Intermediate Similarity	0.7137	NPC171787
Intermediate Similarity	0.713	NPC282247
Intermediate Similarity	0.7119	NPC125597
Intermediate Similarity	0.7112	NPC469727
Intermediate Similarity	0.711	NPC154339
Intermediate Similarity	0.7093	NPC183777
Intermediate Similarity	0.7093	NPC243850
Intermediate Similarity	0.7087	NPC153980
Intermediate Similarity	0.7087	NPC6865
Intermediate Similarity	0.7087	NPC471603
Intermediate Similarity	0.7061	NPC116555
Intermediate Similarity	0.7048	NPC164664
Intermediate Similarity	0.7043	NPC72956
Intermediate Similarity	0.7042	NPC477112
Intermediate Similarity	0.7034	NPC220851
Intermediate Similarity	0.7026	NPC237740
Intermediate Similarity	0.7023	NPC477891
Intermediate Similarity	0.7013	NPC110182
Intermediate Similarity	0.7009	NPC264285
Intermediate Similarity	0.7008	NPC101350
Intermediate Similarity	0.7004	NPC472259
Intermediate Similarity	0.7004	NPC122436
Remote Similarity	0.6996	NPC227582
Remote Similarity	0.6983	NPC207866
Remote Similarity	0.6979	NPC74360
Remote Similarity	0.6974	NPC317373
Remote Similarity	0.6967	NPC235685
Remote Similarity	0.6966	NPC472285
Remote Similarity	0.6966	NPC267811
Remote Similarity	0.6964	NPC474916
Remote Similarity	0.6944	NPC314882
Remote Similarity	0.6941	NPC278434
Remote Similarity	0.694	NPC471193
Remote Similarity	0.694	NPC471194
Remote Similarity	0.6933	NPC229893
Remote Similarity	0.693	NPC327592
Remote Similarity	0.6929	NPC116622
Remote Similarity	0.6926	NPC5145
Remote Similarity	0.6923	NPC322064
Remote Similarity	0.692	NPC91868
Remote Similarity	0.692	NPC63971
Remote Similarity	0.692	NPC78767
Remote Similarity	0.692	NPC473814
Remote Similarity	0.6917	NPC157931
Remote Similarity	0.6905	NPC471536
Remote Similarity	0.6903	NPC315491
Remote Similarity	0.6903	NPC45459
Remote Similarity	0.6903	NPC252338
Remote Similarity	0.6901	NPC208060
Remote Similarity	0.6891	NPC16352
Remote Similarity	0.6888	NPC471762
Remote Similarity	0.6875	NPC24370
Remote Similarity	0.6875	NPC319232
Remote Similarity	0.687	NPC88008
Remote Similarity	0.6866	NPC144114
Remote Similarity	0.6864	NPC254762
Remote Similarity	0.6856	NPC475070
Remote Similarity	0.6855	NPC39092
Remote Similarity	0.6851	NPC469928
Remote Similarity	0.6849	NPC282103
Remote Similarity	0.6847	NPC138370
Remote Similarity	0.6844	NPC90229
Remote Similarity	0.6844	NPC74153
Remote Similarity	0.6836	NPC478006
Remote Similarity	0.6835	NPC269270
Remote Similarity	0.6835	NPC250178
Remote Similarity	0.6831	NPC160666
Remote Similarity	0.683	NPC93390
Remote Similarity	0.6829	NPC15801
Remote Similarity	0.6828	NPC213308
Remote Similarity	0.6826	NPC175602
Remote Similarity	0.6826	NPC472064
Remote Similarity	0.6825	NPC51854
Remote Similarity	0.6818	NPC66777
Remote Similarity	0.6816	NPC99666
Remote Similarity	0.6816	NPC97902
Remote Similarity	0.6816	NPC182222
Remote Similarity	0.6814	NPC131887
Remote Similarity	0.681	NPC61038
Remote Similarity	0.681	NPC224632
Remote Similarity	0.6808	NPC315467
Remote Similarity	0.6807	NPC14686
Remote Similarity	0.6803	NPC328924
Remote Similarity	0.6803	NPC279189
Remote Similarity	0.6803	NPC200553
Remote Similarity	0.68	NPC242209
Remote Similarity	0.679	NPC477175
Remote Similarity	0.679	NPC470729
Remote Similarity	0.679	NPC470730
Remote Similarity	0.679	NPC477176
Remote Similarity	0.6786	NPC9729
Remote Similarity	0.6784	NPC74413
Remote Similarity	0.6782	NPC478009
Remote Similarity	0.6782	NPC478010
Remote Similarity	0.678	NPC330009
Remote Similarity	0.6778	NPC60621
Remote Similarity	0.6777	NPC323244
Remote Similarity	0.6776	NPC476686
Remote Similarity	0.6776	NPC105758
Remote Similarity	0.6776	NPC476688
Remote Similarity	0.6769	NPC476874
Remote Similarity	0.6766	NPC317752
Remote Similarity	0.6763	NPC476818
Remote Similarity	0.6762	NPC260434
Remote Similarity	0.6762	NPC477177
Remote Similarity	0.6762	NPC475969
Remote Similarity	0.6762	NPC475859
Remote Similarity	0.6762	NPC474877
Remote Similarity	0.6761	NPC278874
Remote Similarity	0.6761	NPC28945
Remote Similarity	0.6749	NPC156003
Remote Similarity	0.6748	NPC174489
Remote Similarity	0.6741	NPC477633
Remote Similarity	0.6739	NPC98715
Remote Similarity	0.6736	NPC132631
Remote Similarity	0.6736	NPC103687
Remote Similarity	0.6735	NPC165743
Remote Similarity	0.6731	NPC152620
Remote Similarity	0.6727	NPC207851
Remote Similarity	0.6726	NPC83111
Remote Similarity	0.6724	NPC270918
Remote Similarity	0.6723	NPC318299
Remote Similarity	0.6722	NPC322482
Remote Similarity	0.6721	NPC162002
Remote Similarity	0.6711	NPC473821
Remote Similarity	0.671	NPC470500
Remote Similarity	0.6709	NPC477110
Remote Similarity	0.6709	NPC123839
Remote Similarity	0.6709	NPC85273
Remote Similarity	0.6708	NPC478078
Remote Similarity	0.6707	NPC63279
Remote Similarity	0.6707	NPC323752
Remote Similarity	0.6705	NPC314056
Remote Similarity	0.6697	NPC314002
Remote Similarity	0.6697	NPC295158
Remote Similarity	0.6696	NPC156704
Remote Similarity	0.6696	NPC193761
Remote Similarity	0.6696	NPC260900
Remote Similarity	0.6696	NPC472062
Remote Similarity	0.6696	NPC77555
Remote Similarity	0.6696	NPC472063
Remote Similarity	0.6696	NPC472069
Remote Similarity	0.6695	NPC266249
Remote Similarity	0.6694	NPC26641
Remote Similarity	0.6694	NPC471615
Remote Similarity	0.6693	NPC53534
Remote Similarity	0.6682	NPC321708
Remote Similarity	0.6681	NPC238945
Remote Similarity	0.6681	NPC202812
Remote Similarity	0.6681	NPC82370
Remote Similarity	0.6681	NPC472065
Remote Similarity	0.668	NPC297642
Remote Similarity	0.6667	NPC472070
Remote Similarity	0.6667	NPC258048
Remote Similarity	0.6667	NPC324149
Remote Similarity	0.6667	NPC49547
Remote Similarity	0.6667	NPC208522
Remote Similarity	0.6667	NPC474192
Remote Similarity	0.6667	NPC272174
Remote Similarity	0.6667	NPC56170
Remote Similarity	0.6667	NPC475720
Remote Similarity	0.6667	NPC323969
Remote Similarity	0.6667	NPC315555
Remote Similarity	0.6667	NPC171171
Remote Similarity	0.6655	NPC179896
Remote Similarity	0.6654	NPC478012
Remote Similarity	0.6654	NPC478011
Remote Similarity	0.6653	NPC12344
Remote Similarity	0.6653	NPC64216
Remote Similarity	0.6653	NPC326363
Remote Similarity	0.6653	NPC69843
Remote Similarity	0.6652	NPC300183
Remote Similarity	0.6652	NPC46225
Remote Similarity	0.6652	NPC53344
Remote Similarity	0.6652	NPC204717
Remote Similarity	0.6652	NPC285923
Remote Similarity	0.6652	NPC225821
Remote Similarity	0.6652	NPC95783

Drug Structure

NPD3960 OpenBabel08211704332D 28 31 0 0 1 0 0 0 0 0999 V2000 0.4612 1.7213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7076 -2.6655 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7565 -2.9745 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9155 -1.6874 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0134 -2.3054 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1723 -1.0182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 -1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 -1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 -2.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 -2.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2213 -1.3272 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 -0.6636 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 5.0468 -2.6636 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.4487 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 1.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 0.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 0.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 -3.6636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 0.8364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 -4.1636 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 14 2 0 0 0 0 6 14 1 0 0 0 0 7 9 1 0 0 0 0 7 15 1 0 0 0 0 8 10 1 0 0 0 0 8 15 1 0 0 0 0 9 16 1 0 0 0 0 10 16 1 0 0 0 0 11 12 2 0 0 0 0 11 17 1 0 0 0 0 12 21 1 0 0 0 0 13 18 2 0 0 0 0 13 26 1 0 0 0 0 14 19 1 0 0 0 0 15 22 1 0 0 0 0 16 25 1 0 0 0 0 17 18 1 0 0 0 0 17 23 2 0 0 0 0 18 19 1 0 0 0 0 19 24 2 0 0 0 0 20 21 2 0 0 0 0 20 22 1 0 0 0 0 20 23 1 0 0 0 0 22 27 1 0 0 0 0 24 26 1 0 0 0 0 25 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007187
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	60138177
ChEBI
CAS Number

Drug Properties

Molecular Weight	350.17
ALogP	-1.8481
MLogP	3
XLogP	4.516
HDA	4
HBD	2
Rotatable Bonds	6
TPSA	84.07
RO5 Violation	0