NPASS drugs

Drug Information

Drug ID:	NPD5966
Drug Name:
Molecular Formula:	C24H29N3O3
Canonical SMILES:	COc1cc(ccc1OC)c1c/c(=Nc2c(C)cc(cc2C)C)/n(c(=O)n1CC)C
Standard InCHI:	InChI=1S/C24H29N3O3/c1-8-27-19(18-9-10-20(29-6)21(13-18)30-7)14-22(26(5)24(27)28)25-23-16(3)11-15(2)12-17(23)4/h9-14H,8H2,1-7H3/b25-22+
Standard InCHIKey:	OYGHXRNCHYRYRR-YYDJUVGSSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5966

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	305
0.1-0.2	1799
0.2-0.3	10152
0.3-0.4	2530
0.4-0.5	9555
0.5-0.6	5416
0.6-0.7	1046
0.7-0.8	87
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	0.7679	NPC13397
Intermediate Similarity	0.764	NPC285941
Intermediate Similarity	0.7622	NPC79213
Intermediate Similarity	0.7614	NPC471604
Intermediate Similarity	0.758	NPC172403
Intermediate Similarity	0.7427	NPC476568
Intermediate Similarity	0.7418	NPC190461
Intermediate Similarity	0.7394	NPC314682
Intermediate Similarity	0.7386	NPC24954
Intermediate Similarity	0.7385	NPC16249
Intermediate Similarity	0.7371	NPC216816
Intermediate Similarity	0.7362	NPC11147
Intermediate Similarity	0.7351	NPC276674
Intermediate Similarity	0.7351	NPC33902
Intermediate Similarity	0.7349	NPC474915
Intermediate Similarity	0.7349	NPC213206
Intermediate Similarity	0.7349	NPC328750
Intermediate Similarity	0.7349	NPC188163
Intermediate Similarity	0.7344	NPC25897
Intermediate Similarity	0.7326	NPC81733
Intermediate Similarity	0.7326	NPC326316
Intermediate Similarity	0.7297	NPC249405
Intermediate Similarity	0.7284	NPC118419
Intermediate Similarity	0.7268	NPC287588
Intermediate Similarity	0.7245	NPC261388
Intermediate Similarity	0.72	NPC93593
Intermediate Similarity	0.7182	NPC241055
Intermediate Similarity	0.7181	NPC320088
Intermediate Similarity	0.7176	NPC185838
Intermediate Similarity	0.7174	NPC5167
Intermediate Similarity	0.7173	NPC198401
Intermediate Similarity	0.716	NPC128019
Intermediate Similarity	0.716	NPC476567
Intermediate Similarity	0.716	NPC136860
Intermediate Similarity	0.7151	NPC179704
Intermediate Similarity	0.7143	NPC474904
Intermediate Similarity	0.7143	NPC312531
Intermediate Similarity	0.7143	NPC312872
Intermediate Similarity	0.7127	NPC85482
Intermediate Similarity	0.7119	NPC476572
Intermediate Similarity	0.7111	NPC168409
Intermediate Similarity	0.711	NPC219162
Intermediate Similarity	0.711	NPC92541
Intermediate Similarity	0.7102	NPC325871
Intermediate Similarity	0.7102	NPC99659
Intermediate Similarity	0.7093	NPC106295
Intermediate Similarity	0.7093	NPC179825
Intermediate Similarity	0.7093	NPC16107
Intermediate Similarity	0.7093	NPC321505
Intermediate Similarity	0.7093	NPC191376
Intermediate Similarity	0.7093	NPC476151
Intermediate Similarity	0.7093	NPC476144
Intermediate Similarity	0.7093	NPC210437
Intermediate Similarity	0.7093	NPC51957
Intermediate Similarity	0.7088	NPC66573
Intermediate Similarity	0.7086	NPC476580
Intermediate Similarity	0.7081	NPC265383
Intermediate Similarity	0.7081	NPC301713
Intermediate Similarity	0.7081	NPC85613
Intermediate Similarity	0.7066	NPC193528
Intermediate Similarity	0.7062	NPC170503
Intermediate Similarity	0.7062	NPC203784
Intermediate Similarity	0.7062	NPC126519
Intermediate Similarity	0.7056	NPC473460
Intermediate Similarity	0.7055	NPC160193
Intermediate Similarity	0.7052	NPC7467
Intermediate Similarity	0.7052	NPC475959
Intermediate Similarity	0.7052	NPC246587
Intermediate Similarity	0.7052	NPC476571
Intermediate Similarity	0.7052	NPC24233
Intermediate Similarity	0.7052	NPC135538
Intermediate Similarity	0.7052	NPC147390
Intermediate Similarity	0.7052	NPC428
Intermediate Similarity	0.7043	NPC260118
Intermediate Similarity	0.7039	NPC266753
Intermediate Similarity	0.7039	NPC232924
Intermediate Similarity	0.7039	NPC306902
Intermediate Similarity	0.7039	NPC166014
Intermediate Similarity	0.7039	NPC160298
Intermediate Similarity	0.7039	NPC27410
Intermediate Similarity	0.7039	NPC477559
Intermediate Similarity	0.7027	NPC181905
Intermediate Similarity	0.7011	NPC103379
Intermediate Similarity	0.7011	NPC477565
Intermediate Similarity	0.7005	NPC215747
Intermediate Similarity	0.7005	NPC192939
Intermediate Similarity	0.7005	NPC311936
Remote Similarity	0.6994	NPC95075
Remote Similarity	0.6994	NPC144863
Remote Similarity	0.6994	NPC90844
Remote Similarity	0.6994	NPC253883
Remote Similarity	0.699	NPC127178
Remote Similarity	0.6983	NPC230942
Remote Similarity	0.6983	NPC315498
Remote Similarity	0.6977	NPC130926
Remote Similarity	0.6974	NPC71124
Remote Similarity	0.6968	NPC119579
Remote Similarity	0.6966	NPC57512
Remote Similarity	0.6954	NPC130941
Remote Similarity	0.6949	NPC292003
Remote Similarity	0.6943	NPC78284
Remote Similarity	0.6941	NPC470925
Remote Similarity	0.6931	NPC28425
Remote Similarity	0.6927	NPC235628
Remote Similarity	0.6923	NPC161804
Remote Similarity	0.6923	NPC225774
Remote Similarity	0.6919	NPC168153
Remote Similarity	0.6915	NPC220961
Remote Similarity	0.6914	NPC60538
Remote Similarity	0.6914	NPC207824
Remote Similarity	0.6909	NPC255550
Remote Similarity	0.6909	NPC308885
Remote Similarity	0.6909	NPC476570
Remote Similarity	0.6905	NPC42793
Remote Similarity	0.6905	NPC167944
Remote Similarity	0.6905	NPC231884
Remote Similarity	0.6893	NPC470924
Remote Similarity	0.6891	NPC195268
Remote Similarity	0.6891	NPC133140
Remote Similarity	0.689	NPC155838
Remote Similarity	0.6886	NPC218530
Remote Similarity	0.6886	NPC29650
Remote Similarity	0.6885	NPC24264
Remote Similarity	0.6885	NPC476432
Remote Similarity	0.6885	NPC219341
Remote Similarity	0.6881	NPC471561
Remote Similarity	0.6879	NPC9373
Remote Similarity	0.6878	NPC195538
Remote Similarity	0.6875	NPC97221
Remote Similarity	0.6875	NPC192768
Remote Similarity	0.6875	NPC151895
Remote Similarity	0.6875	NPC220858
Remote Similarity	0.6875	NPC88249
Remote Similarity	0.6872	NPC25084
Remote Similarity	0.6872	NPC247639
Remote Similarity	0.6868	NPC324144
Remote Similarity	0.6867	NPC93882
Remote Similarity	0.6867	NPC130595
Remote Similarity	0.6867	NPC214869
Remote Similarity	0.6866	NPC308943
Remote Similarity	0.6859	NPC219170
Remote Similarity	0.6859	NPC180253
Remote Similarity	0.6856	NPC302001
Remote Similarity	0.6856	NPC254957
Remote Similarity	0.6854	NPC10875
Remote Similarity	0.6854	NPC10730
Remote Similarity	0.6853	NPC212163
Remote Similarity	0.6853	NPC5374
Remote Similarity	0.6848	NPC117188
Remote Similarity	0.6848	NPC247389
Remote Similarity	0.6848	NPC298979
Remote Similarity	0.6848	NPC205421
Remote Similarity	0.6848	NPC474931
Remote Similarity	0.6848	NPC35961
Remote Similarity	0.6848	NPC195749
Remote Similarity	0.6848	NPC145832
Remote Similarity	0.6848	NPC52029
Remote Similarity	0.6848	NPC81218
Remote Similarity	0.6848	NPC12053
Remote Similarity	0.6848	NPC306555
Remote Similarity	0.6848	NPC158376
Remote Similarity	0.6845	NPC138365
Remote Similarity	0.6845	NPC287152
Remote Similarity	0.6842	NPC476202
Remote Similarity	0.6842	NPC276060
Remote Similarity	0.6836	NPC277669
Remote Similarity	0.6836	NPC476579
Remote Similarity	0.6836	NPC76213
Remote Similarity	0.6832	NPC100573
Remote Similarity	0.6832	NPC207873
Remote Similarity	0.6831	NPC477563
Remote Similarity	0.6831	NPC306843
Remote Similarity	0.6831	NPC13504
Remote Similarity	0.6831	NPC16805
Remote Similarity	0.6831	NPC302527
Remote Similarity	0.6831	NPC96603
Remote Similarity	0.6831	NPC253043
Remote Similarity	0.6831	NPC212794
Remote Similarity	0.6831	NPC136508
Remote Similarity	0.6831	NPC167546
Remote Similarity	0.6831	NPC78222
Remote Similarity	0.6831	NPC196447
Remote Similarity	0.6829	NPC186898
Remote Similarity	0.6826	NPC6854
Remote Similarity	0.6826	NPC313737
Remote Similarity	0.6826	NPC285078
Remote Similarity	0.6823	NPC477186
Remote Similarity	0.6816	NPC138487
Remote Similarity	0.6816	NPC172765
Remote Similarity	0.6816	NPC193949
Remote Similarity	0.6816	NPC110416
Remote Similarity	0.6816	NPC207757
Remote Similarity	0.6816	NPC189266
Remote Similarity	0.6816	NPC249797
Remote Similarity	0.6816	NPC5238
Remote Similarity	0.6816	NPC39701
Remote Similarity	0.6816	NPC127674
Remote Similarity	0.6816	NPC204828
Remote Similarity	0.6816	NPC187022
Remote Similarity	0.6816	NPC244112

Drug Structure

NPD5966 OpenBabel08211708292D 30 32 0 0 0 0 0 0 0 0999 V2000 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 5.5000 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 -4.3301 2.5000 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 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 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 0.8660 2.5000 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 -1.7321 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 4.0000 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 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 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 -3.4641 3.0000 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 0.0000 1.0000 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 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 -2.5981 2.5000 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 -2.5981 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 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 3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 8 1 0 0 0 0 2 15 1 0 0 0 0 3 16 1 0 0 0 0 4 17 1 0 0 0 0 5 26 1 0 0 0 0 6 29 1 0 0 0 0 7 30 1 0 0 0 0 8 27 1 0 0 0 0 9 10 2 0 0 0 0 9 18 1 0 0 0 0 10 20 1 0 0 0 0 11 15 2 0 0 0 0 11 16 1 0 0 0 0 12 15 1 0 0 0 0 12 17 2 0 0 0 0 13 18 2 0 0 0 0 13 21 1 0 0 0 0 14 19 2 0 0 0 0 14 22 1 0 0 0 0 16 23 2 0 0 0 0 17 23 1 0 0 0 0 18 19 1 0 0 0 0 19 27 1 0 0 0 0 20 21 2 0 0 0 0 20 29 1 0 0 0 0 21 30 1 0 0 0 0 22 25 2 0 0 0 0 22 26 1 0 0 0 0 23 25 1 0 0 0 0 24 26 1 0 0 0 0 24 27 1 0 0 0 0 24 28 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016450
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	146868
ChEBI
CAS Number

Drug Properties

Molecular Weight	407.22
ALogP	1.5987
MLogP	3.44
XLogP	4.76
HDA	4
HBD	0
Rotatable Bonds	12
TPSA	54.37
RO5 Violation	0