NPASS drugs

Drug Information

Drug ID:	NPD6247
Drug Name:
Molecular Formula:	C25H27N3O3
Canonical SMILES:	Cc1ccc2c(c1)C1(CCN(CC1)CCc1nc(oc1C)c1ccccc1)OC(=N2)O
Standard InCHI:	InChI=1S/C25H27N3O3/c1-17-8-9-22-20(16-17)25(31-24(29)27-22)11-14-28(15-12-25)13-10-21-18(2)30-23(26-21)19-6-4-3-5-7-19/h3-9,16H,10-15H2,1-2H3,(H,27,29)
Standard InCHIKey:	ODNICNWASXKNNQ-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6247

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	364
0.1-0.2	1839
0.2-0.3	9305
0.3-0.4	4141
0.4-0.5	11202
0.5-0.6	2602
0.6-0.7	1296
0.7-0.8	141
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	0.7876	NPC196718
Intermediate Similarity	0.7797	NPC102593
Intermediate Similarity	0.7778	NPC161801
Intermediate Similarity	0.7758	NPC216612
Intermediate Similarity	0.7686	NPC329631
Intermediate Similarity	0.7671	NPC38237
Intermediate Similarity	0.7569	NPC287208
Intermediate Similarity	0.7544	NPC257851
Intermediate Similarity	0.7532	NPC72905
Intermediate Similarity	0.7511	NPC474428
Intermediate Similarity	0.7489	NPC473186
Intermediate Similarity	0.7457	NPC141053
Intermediate Similarity	0.7438	NPC472435
Intermediate Similarity	0.7436	NPC477589
Intermediate Similarity	0.7436	NPC477587
Intermediate Similarity	0.7435	NPC194740
Intermediate Similarity	0.7434	NPC323969
Intermediate Similarity	0.7426	NPC142385
Intermediate Similarity	0.7425	NPC39370
Intermediate Similarity	0.7422	NPC131885
Intermediate Similarity	0.7421	NPC269367
Intermediate Similarity	0.7412	NPC314633
Intermediate Similarity	0.7395	NPC472434
Intermediate Similarity	0.7391	NPC157931
Intermediate Similarity	0.7387	NPC146418
Intermediate Similarity	0.738	NPC473449
Intermediate Similarity	0.7373	NPC477588
Intermediate Similarity	0.7373	NPC477585
Intermediate Similarity	0.7373	NPC477590
Intermediate Similarity	0.7373	NPC477586
Intermediate Similarity	0.7359	NPC471762
Intermediate Similarity	0.7347	NPC472436
Intermediate Similarity	0.7345	NPC184408
Intermediate Similarity	0.7336	NPC205372
Intermediate Similarity	0.7325	NPC244543
Intermediate Similarity	0.7325	NPC280799
Intermediate Similarity	0.7321	NPC324361
Intermediate Similarity	0.7321	NPC39500
Intermediate Similarity	0.7314	NPC137353
Intermediate Similarity	0.7309	NPC187501
Intermediate Similarity	0.729	NPC230403
Intermediate Similarity	0.7289	NPC16066
Intermediate Similarity	0.7284	NPC274640
Intermediate Similarity	0.7284	NPC66777
Intermediate Similarity	0.7282	NPC286195
Intermediate Similarity	0.7281	NPC128115
Intermediate Similarity	0.7273	NPC470018
Intermediate Similarity	0.7265	NPC49547
Intermediate Similarity	0.7261	NPC322482
Intermediate Similarity	0.726	NPC295898
Intermediate Similarity	0.7249	NPC198503
Intermediate Similarity	0.7241	NPC478078
Intermediate Similarity	0.7241	NPC74575
Intermediate Similarity	0.7237	NPC314222
Intermediate Similarity	0.7237	NPC196449
Intermediate Similarity	0.7227	NPC41501
Intermediate Similarity	0.7222	NPC474688
Intermediate Similarity	0.722	NPC72715
Intermediate Similarity	0.7217	NPC144452
Intermediate Similarity	0.7212	NPC477979
Intermediate Similarity	0.7205	NPC225279
Intermediate Similarity	0.7198	NPC84347
Intermediate Similarity	0.7197	NPC475844
Intermediate Similarity	0.7195	NPC327592
Intermediate Similarity	0.7188	NPC471304
Intermediate Similarity	0.7188	NPC470020
Intermediate Similarity	0.7179	NPC278525
Intermediate Similarity	0.7177	NPC185197
Intermediate Similarity	0.7172	NPC67401
Intermediate Similarity	0.7168	NPC316181
Intermediate Similarity	0.7168	NPC74562
Intermediate Similarity	0.7168	NPC151781
Intermediate Similarity	0.7167	NPC140296
Intermediate Similarity	0.7162	NPC298436
Intermediate Similarity	0.7162	NPC288987
Intermediate Similarity	0.7162	NPC317373
Intermediate Similarity	0.7162	NPC300156
Intermediate Similarity	0.7162	NPC208084
Intermediate Similarity	0.7161	NPC22481
Intermediate Similarity	0.7156	NPC239954
Intermediate Similarity	0.7156	NPC87413
Intermediate Similarity	0.7155	NPC97746
Intermediate Similarity	0.7143	NPC240384
Intermediate Similarity	0.7136	NPC471944
Intermediate Similarity	0.7131	NPC253675
Intermediate Similarity	0.713	NPC4687
Intermediate Similarity	0.713	NPC198673
Intermediate Similarity	0.7124	NPC264176
Intermediate Similarity	0.7124	NPC318299
Intermediate Similarity	0.7118	NPC303658
Intermediate Similarity	0.7118	NPC96321
Intermediate Similarity	0.7107	NPC208522
Intermediate Similarity	0.7105	NPC322064
Intermediate Similarity	0.7101	NPC108342
Intermediate Similarity	0.7094	NPC186351
Intermediate Similarity	0.7093	NPC317752
Intermediate Similarity	0.7089	NPC194040
Intermediate Similarity	0.7085	NPC45190
Intermediate Similarity	0.7082	NPC179287
Intermediate Similarity	0.7078	NPC168911
Intermediate Similarity	0.7071	NPC182907
Intermediate Similarity	0.7071	NPC189903
Intermediate Similarity	0.7069	NPC478141
Intermediate Similarity	0.7069	NPC210434
Intermediate Similarity	0.7067	NPC174672
Intermediate Similarity	0.7066	NPC75179
Intermediate Similarity	0.7061	NPC26543
Intermediate Similarity	0.7061	NPC165964
Intermediate Similarity	0.7061	NPC118228
Intermediate Similarity	0.7056	NPC53534
Intermediate Similarity	0.7056	NPC472099
Intermediate Similarity	0.7054	NPC249583
Intermediate Similarity	0.7054	NPC148889
Intermediate Similarity	0.7054	NPC321428
Intermediate Similarity	0.7054	NPC210296
Intermediate Similarity	0.7054	NPC193238
Intermediate Similarity	0.7048	NPC472098
Intermediate Similarity	0.7048	NPC94157
Intermediate Similarity	0.7043	NPC473041
Intermediate Similarity	0.7042	NPC131486
Intermediate Similarity	0.7033	NPC133609
Intermediate Similarity	0.7029	NPC470017
Intermediate Similarity	0.7028	NPC258048
Intermediate Similarity	0.7025	NPC124300
Intermediate Similarity	0.7022	NPC82548
Intermediate Similarity	0.7022	NPC470280
Intermediate Similarity	0.7022	NPC470931
Intermediate Similarity	0.7018	NPC236668
Intermediate Similarity	0.7018	NPC232225
Intermediate Similarity	0.7016	NPC303374
Intermediate Similarity	0.7014	NPC11017
Intermediate Similarity	0.7009	NPC472287
Intermediate Similarity	0.7009	NPC472286
Intermediate Similarity	0.7008	NPC58209
Intermediate Similarity	0.7004	NPC260434
Intermediate Similarity	0.7004	NPC475253
Intermediate Similarity	0.7	NPC305984
Intermediate Similarity	0.7	NPC472061
Intermediate Similarity	0.7	NPC6786
Intermediate Similarity	0.7	NPC312645
Intermediate Similarity	0.7	NPC470022
Remote Similarity	0.6996	NPC291609
Remote Similarity	0.6992	NPC311906
Remote Similarity	0.6991	NPC174758
Remote Similarity	0.6988	NPC478083
Remote Similarity	0.6987	NPC237740
Remote Similarity	0.6987	NPC182222
Remote Similarity	0.6987	NPC146976
Remote Similarity	0.6983	NPC132642
Remote Similarity	0.6983	NPC150239
Remote Similarity	0.6978	NPC243850
Remote Similarity	0.6972	NPC475190
Remote Similarity	0.6971	NPC470785
Remote Similarity	0.6971	NPC166722
Remote Similarity	0.6971	NPC101350
Remote Similarity	0.6966	NPC51388
Remote Similarity	0.6964	NPC470930
Remote Similarity	0.6962	NPC24019
Remote Similarity	0.6957	NPC148183
Remote Similarity	0.6957	NPC152768
Remote Similarity	0.6955	NPC267928
Remote Similarity	0.6955	NPC166712
Remote Similarity	0.6951	NPC475112
Remote Similarity	0.6951	NPC328318
Remote Similarity	0.6951	NPC475085
Remote Similarity	0.6951	NPC270515
Remote Similarity	0.6951	NPC291535
Remote Similarity	0.6951	NPC328596
Remote Similarity	0.6947	NPC39679
Remote Similarity	0.6942	NPC475816
Remote Similarity	0.6941	NPC205934
Remote Similarity	0.6941	NPC43787
Remote Similarity	0.6939	NPC310618
Remote Similarity	0.6935	NPC189079
Remote Similarity	0.6933	NPC474701
Remote Similarity	0.6929	NPC235685
Remote Similarity	0.6929	NPC184680
Remote Similarity	0.6926	NPC208364
Remote Similarity	0.6926	NPC188400
Remote Similarity	0.6926	NPC169402
Remote Similarity	0.6923	NPC212213
Remote Similarity	0.6923	NPC220851
Remote Similarity	0.6923	NPC72211
Remote Similarity	0.692	NPC475774
Remote Similarity	0.6919	NPC14325
Remote Similarity	0.6919	NPC28848
Remote Similarity	0.6917	NPC230683
Remote Similarity	0.6917	NPC34770
Remote Similarity	0.6916	NPC209769
Remote Similarity	0.6914	NPC99891
Remote Similarity	0.6913	NPC116238
Remote Similarity	0.6912	NPC144381
Remote Similarity	0.691	NPC174760
Remote Similarity	0.6909	NPC70259
Remote Similarity	0.6904	NPC474192
Remote Similarity	0.6904	NPC475720
Remote Similarity	0.6904	NPC477516
Remote Similarity	0.6903	NPC270918
Remote Similarity	0.6901	NPC470784
Remote Similarity	0.6901	NPC474183

Drug Structure

NPD6247 OpenBabel08211709092D 32 36 0 0 0 0 0 0 0 0999 V2000 2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5575 2.6637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7624 1.0228 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3557 1.9364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1746 0.2138 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3611 2.0409 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1801 0.3183 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 0.0000 -3.0000 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 0.8660 0.5000 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 3.4641 1.0000 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 2.5981 -0.5000 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 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 1.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7734 1.2319 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 5.1962 1.0000 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 6.7788 1.3364 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 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1097 0.5933 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 2.5981 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.2788 2.2024 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 -2.5981 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 18 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 2 0 0 0 0 6 19 2 0 0 0 0 7 19 1 0 0 0 0 8 9 2 0 0 0 0 8 17 1 0 0 0 0 9 22 1 0 0 0 0 10 13 1 0 0 0 0 10 21 1 0 0 0 0 11 14 1 0 0 0 0 11 25 1 0 0 0 0 12 15 1 0 0 0 0 12 25 1 0 0 0 0 13 28 1 0 0 0 0 14 28 1 0 0 0 0 15 28 1 0 0 0 0 16 17 2 0 0 0 0 16 20 1 0 0 0 0 18 21 2 0 0 0 0 18 30 1 0 0 0 0 19 23 1 0 0 0 0 20 22 2 0 0 0 0 20 25 1 0 0 0 0 21 26 1 0 0 0 0 22 27 1 0 0 0 0 23 26 2 0 0 0 0 23 30 1 0 0 0 0 24 27 2 0 0 0 0 24 29 1 0 0 0 0 24 31 1 0 0 0 0 25 31 1 0 0 0 0 29 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DPR000102
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9953769
ChEBI
CAS Number

Drug Properties

Molecular Weight	417.21
ALogP	0.2957
MLogP	3.55
XLogP	7.026
HDA	5
HBD	1
Rotatable Bonds	7
TPSA	71.09
RO5 Violation	1