NPASS drugs

Drug Information

Drug ID:	NPD5917
Drug Name:
Molecular Formula:	C24H27N3O3
Canonical SMILES:	COc1cc2c(cc1OC)CCn1c2c/c(=Nc2c(C)cc(cc2C)C)/n(c1=O)C
Standard InCHI:	InChI=1S/C24H27N3O3/c1-14-9-15(2)23(16(3)10-14)25-22-13-19-18-12-21(30-6)20(29-5)11-17(18)7-8-27(19)24(28)26(22)4/h9-13H,7-8H2,1-6H3/b25-22+
Standard InCHIKey:	MCMSJVMUSBZUCN-YYDJUVGSSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5917

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	338
0.1-0.2	1605
0.2-0.3	8883
0.3-0.4	3831
0.4-0.5	9309
0.5-0.6	5686
0.6-0.7	991
0.7-0.8	246
0.8-0.85	1
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	0.8034	NPC285941
Intermediate Similarity	0.7941	NPC476568
Intermediate Similarity	0.7901	NPC190461
Intermediate Similarity	0.7874	NPC216816
Intermediate Similarity	0.7733	NPC326316
Intermediate Similarity	0.7733	NPC81733
Intermediate Similarity	0.773	NPC276674
Intermediate Similarity	0.773	NPC33902
Intermediate Similarity	0.7713	NPC79213
Intermediate Similarity	0.7711	NPC314682
Intermediate Similarity	0.7684	NPC24954
Intermediate Similarity	0.7679	NPC476567
Intermediate Similarity	0.7679	NPC136860
Intermediate Similarity	0.7679	NPC128019
Intermediate Similarity	0.7676	NPC249405
Intermediate Similarity	0.7665	NPC474915
Intermediate Similarity	0.7665	NPC188163
Intermediate Similarity	0.7665	NPC213206
Intermediate Similarity	0.7665	NPC328750
Intermediate Similarity	0.765	NPC287588
Intermediate Similarity	0.7647	NPC320088
Intermediate Similarity	0.7611	NPC471604
Intermediate Similarity	0.7606	NPC312531
Intermediate Similarity	0.76	NPC99659
Intermediate Similarity	0.76	NPC93593
Intermediate Similarity	0.76	NPC325871
Intermediate Similarity	0.7586	NPC476580
Intermediate Similarity	0.7569	NPC241055
Intermediate Similarity	0.7569	NPC66573
Intermediate Similarity	0.7527	NPC179704
Intermediate Similarity	0.7514	NPC92541
Intermediate Similarity	0.7514	NPC219162
Intermediate Similarity	0.7514	NPC476572
Intermediate Similarity	0.7513	NPC474904
Intermediate Similarity	0.75	NPC106295
Intermediate Similarity	0.75	NPC16107
Intermediate Similarity	0.75	NPC51957
Intermediate Similarity	0.75	NPC168409
Intermediate Similarity	0.75	NPC476144
Intermediate Similarity	0.75	NPC210437
Intermediate Similarity	0.7485	NPC160193
Intermediate Similarity	0.7485	NPC185838
Intermediate Similarity	0.7471	NPC13397
Intermediate Similarity	0.7458	NPC126519
Intermediate Similarity	0.7458	NPC57512
Intermediate Similarity	0.7458	NPC203784
Intermediate Similarity	0.7458	NPC170503
Intermediate Similarity	0.7457	NPC7467
Intermediate Similarity	0.7457	NPC130941
Intermediate Similarity	0.7436	NPC25897
Intermediate Similarity	0.743	NPC266753
Intermediate Similarity	0.743	NPC166014
Intermediate Similarity	0.743	NPC27410
Intermediate Similarity	0.743	NPC477559
Intermediate Similarity	0.743	NPC232924
Intermediate Similarity	0.743	NPC160298
Intermediate Similarity	0.743	NPC306902
Intermediate Similarity	0.7399	NPC90844
Intermediate Similarity	0.7399	NPC179825
Intermediate Similarity	0.7399	NPC476151
Intermediate Similarity	0.7399	NPC321505
Intermediate Similarity	0.7399	NPC253883
Intermediate Similarity	0.7399	NPC191376
Intermediate Similarity	0.7399	NPC95075
Intermediate Similarity	0.7399	NPC144863
Intermediate Similarity	0.7396	NPC78284
Intermediate Similarity	0.7371	NPC151895
Intermediate Similarity	0.7371	NPC192768
Intermediate Similarity	0.7371	NPC220858
Intermediate Similarity	0.7371	NPC97221
Intermediate Similarity	0.7371	NPC88249
Intermediate Similarity	0.7356	NPC476571
Intermediate Similarity	0.7356	NPC428
Intermediate Similarity	0.7356	NPC147390
Intermediate Similarity	0.7356	NPC24233
Intermediate Similarity	0.7356	NPC135538
Intermediate Similarity	0.7356	NPC475959
Intermediate Similarity	0.7356	NPC246587
Intermediate Similarity	0.7353	NPC470925
Intermediate Similarity	0.7348	NPC324144
Intermediate Similarity	0.7337	NPC261388
Intermediate Similarity	0.7314	NPC477565
Intermediate Similarity	0.7314	NPC103379
Intermediate Similarity	0.7308	NPC78222
Intermediate Similarity	0.7308	NPC477563
Intermediate Similarity	0.7308	NPC196447
Intermediate Similarity	0.7308	NPC96603
Intermediate Similarity	0.7308	NPC16805
Intermediate Similarity	0.7308	NPC306843
Intermediate Similarity	0.7308	NPC302527
Intermediate Similarity	0.7308	NPC225774
Intermediate Similarity	0.7308	NPC13504
Intermediate Similarity	0.7308	NPC136508
Intermediate Similarity	0.7308	NPC167546
Intermediate Similarity	0.7308	NPC253043
Intermediate Similarity	0.7308	NPC212794
Intermediate Similarity	0.7303	NPC187022
Intermediate Similarity	0.7303	NPC80129
Intermediate Similarity	0.7288	NPC210148
Intermediate Similarity	0.7288	NPC470924
Intermediate Similarity	0.7288	NPC233029
Intermediate Similarity	0.7287	NPC220961
Intermediate Similarity	0.7283	NPC130926
Intermediate Similarity	0.7278	NPC477080
Intermediate Similarity	0.7277	NPC477186
Intermediate Similarity	0.7268	NPC219341
Intermediate Similarity	0.7268	NPC476432
Intermediate Similarity	0.7268	NPC24264
Intermediate Similarity	0.7263	NPC247639
Intermediate Similarity	0.7263	NPC25084
Intermediate Similarity	0.7259	NPC127178
Intermediate Similarity	0.7256	NPC172403
Intermediate Similarity	0.7249	NPC195538
Intermediate Similarity	0.7245	NPC71124
Intermediate Similarity	0.7232	NPC476579
Intermediate Similarity	0.7228	NPC145832
Intermediate Similarity	0.7228	NPC306555
Intermediate Similarity	0.7228	NPC158376
Intermediate Similarity	0.7228	NPC210918
Intermediate Similarity	0.7228	NPC117188
Intermediate Similarity	0.7228	NPC205421
Intermediate Similarity	0.7228	NPC298979
Intermediate Similarity	0.7228	NPC12053
Intermediate Similarity	0.7228	NPC474931
Intermediate Similarity	0.7228	NPC81218
Intermediate Similarity	0.7228	NPC247389
Intermediate Similarity	0.7216	NPC207824
Intermediate Similarity	0.7216	NPC60538
Intermediate Similarity	0.7216	NPC302001
Intermediate Similarity	0.7214	NPC308943
Intermediate Similarity	0.7211	NPC116284
Intermediate Similarity	0.7211	NPC476202
Intermediate Similarity	0.7208	NPC5374
Intermediate Similarity	0.7208	NPC476582
Intermediate Similarity	0.7208	NPC476578
Intermediate Similarity	0.7208	NPC4071
Intermediate Similarity	0.7208	NPC212163
Intermediate Similarity	0.7207	NPC204828
Intermediate Similarity	0.7207	NPC172765
Intermediate Similarity	0.7207	NPC193949
Intermediate Similarity	0.7207	NPC138487
Intermediate Similarity	0.7207	NPC127674
Intermediate Similarity	0.7207	NPC469817
Intermediate Similarity	0.7207	NPC249797
Intermediate Similarity	0.7207	NPC5238
Intermediate Similarity	0.7207	NPC39701
Intermediate Similarity	0.7207	NPC278799
Intermediate Similarity	0.7207	NPC244112
Intermediate Similarity	0.7207	NPC207757
Intermediate Similarity	0.7207	NPC216459
Intermediate Similarity	0.7207	NPC110416
Intermediate Similarity	0.7207	NPC184026
Intermediate Similarity	0.7207	NPC41178
Intermediate Similarity	0.7207	NPC2413
Intermediate Similarity	0.7207	NPC189266
Intermediate Similarity	0.7207	NPC276588
Intermediate Similarity	0.7207	NPC54379
Intermediate Similarity	0.7207	NPC295691
Intermediate Similarity	0.7191	NPC26601
Intermediate Similarity	0.7181	NPC265383
Intermediate Similarity	0.7176	NPC253429
Intermediate Similarity	0.7174	NPC476573
Intermediate Similarity	0.7174	NPC81247
Intermediate Similarity	0.7174	NPC86144
Intermediate Similarity	0.7174	NPC35627
Intermediate Similarity	0.7174	NPC304659
Intermediate Similarity	0.7173	NPC116007
Intermediate Similarity	0.7167	NPC146288
Intermediate Similarity	0.7167	NPC186063
Intermediate Similarity	0.7165	NPC133140
Intermediate Similarity	0.7165	NPC195268
Intermediate Similarity	0.716	NPC11147
Intermediate Similarity	0.7158	NPC1229
Intermediate Similarity	0.7158	NPC233650
Intermediate Similarity	0.7158	NPC476569
Intermediate Similarity	0.7157	NPC17677
Intermediate Similarity	0.7157	NPC23080
Intermediate Similarity	0.7157	NPC193906
Intermediate Similarity	0.7151	NPC312872
Intermediate Similarity	0.7143	NPC160692
Intermediate Similarity	0.7143	NPC260118
Intermediate Similarity	0.7136	NPC295676
Intermediate Similarity	0.7135	NPC277669
Intermediate Similarity	0.7135	NPC8337
Intermediate Similarity	0.7135	NPC249996
Intermediate Similarity	0.7135	NPC204947
Intermediate Similarity	0.7135	NPC76213
Intermediate Similarity	0.7135	NPC85747
Intermediate Similarity	0.7128	NPC254957
Intermediate Similarity	0.7126	NPC476570
Intermediate Similarity	0.712	NPC306669
Intermediate Similarity	0.712	NPC134858
Intermediate Similarity	0.7118	NPC131204
Intermediate Similarity	0.7118	NPC7018
Intermediate Similarity	0.7118	NPC301050
Intermediate Similarity	0.7112	NPC19520
Intermediate Similarity	0.7112	NPC239775
Intermediate Similarity	0.7112	NPC149090
Intermediate Similarity	0.7111	NPC76079
Intermediate Similarity	0.7105	NPC192939

Drug Structure

NPD5917 OpenBabel08211708292D 30 33 0 0 0 0 0 0 0 0999 V2000 6.0622 -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 2.5981 -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 0.0000 -5.0000 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 -0.8660 -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 5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 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 1.7321 -2.0000 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 5.1962 0.0000 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 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 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 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 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 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 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 0.8660 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 15 1 0 0 0 0 3 16 1 0 0 0 0 4 26 1 0 0 0 0 5 29 1 0 0 0 0 6 30 1 0 0 0 0 7 8 1 0 0 0 0 7 17 1 0 0 0 0 8 27 1 0 0 0 0 9 14 2 0 0 0 0 9 15 1 0 0 0 0 10 14 1 0 0 0 0 10 16 2 0 0 0 0 11 17 2 0 0 0 0 11 20 1 0 0 0 0 12 18 2 0 0 0 0 12 21 1 0 0 0 0 13 19 2 0 0 0 0 13 22 1 0 0 0 0 15 23 2 0 0 0 0 16 23 1 0 0 0 0 17 18 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	DNC012103
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5537
ChEBI
CAS Number

Drug Properties

Molecular Weight	405.21
ALogP	1.5132
MLogP	3.44
XLogP	4.174
HDA	4
HBD	0
Rotatable Bonds	9
TPSA	54.37
RO5 Violation	0