NPASS drugs

Drug Information

Drug ID:	NPD3945
Drug Name:	RPR-101821
Molecular Formula:	C20H22N2O2
Canonical SMILES:	N[C@@H]1CCCC[C@H]1OCc1ccc(cc1)c1nc2c(o1)cccc2
Standard InCHI:	InChI=1S/C20H22N2O2/c21-16-5-1-3-7-18(16)23-13-14-9-11-15(12-10-14)20-22-17-6-2-4-8-19(17)24-20/h2,4,6,8-12,16,18H,1,3,5,7,13,21H2/t16-,18-/m1/s1
Standard InCHIKey:	YOWIFYHPZZADKG-SJLPKXTDSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3945

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	350
0.1-0.2	2236
0.2-0.3	9692
0.3-0.4	2981
0.4-0.5	11749
0.5-0.6	2777
0.6-0.7	986
0.7-0.8	119
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	0.7991	NPC196718
Intermediate Similarity	0.7909	NPC102593
Intermediate Similarity	0.7867	NPC38237
Intermediate Similarity	0.7752	NPC314633
Intermediate Similarity	0.7736	NPC187501
Intermediate Similarity	0.7729	NPC161801
Intermediate Similarity	0.7696	NPC323969
Intermediate Similarity	0.7668	NPC473186
Intermediate Similarity	0.7653	NPC286195
Intermediate Similarity	0.7634	NPC329631
Intermediate Similarity	0.7617	NPC474428
Intermediate Similarity	0.7615	NPC225279
Intermediate Similarity	0.7611	NPC477587
Intermediate Similarity	0.7611	NPC477589
Intermediate Similarity	0.7604	NPC131885
Intermediate Similarity	0.76	NPC39370
Intermediate Similarity	0.7581	NPC39500
Intermediate Similarity	0.7545	NPC474688
Intermediate Similarity	0.7544	NPC477585
Intermediate Similarity	0.7544	NPC477586
Intermediate Similarity	0.7544	NPC477590
Intermediate Similarity	0.7544	NPC477588
Intermediate Similarity	0.75	NPC324361
Intermediate Similarity	0.7489	NPC257851
Intermediate Similarity	0.7489	NPC208084
Intermediate Similarity	0.7489	NPC288987
Intermediate Similarity	0.7488	NPC146418
Intermediate Similarity	0.7476	NPC230403
Intermediate Similarity	0.7466	NPC144452
Intermediate Similarity	0.7466	NPC216612
Intermediate Similarity	0.7455	NPC194740
Intermediate Similarity	0.7443	NPC184408
Intermediate Similarity	0.7442	NPC269367
Intermediate Similarity	0.7385	NPC50562
Intermediate Similarity	0.7385	NPC477979
Intermediate Similarity	0.7383	NPC321428
Intermediate Similarity	0.7382	NPC72715
Intermediate Similarity	0.7357	NPC49547
Intermediate Similarity	0.7354	NPC205372
Intermediate Similarity	0.7352	NPC67658
Intermediate Similarity	0.7333	NPC140296
Intermediate Similarity	0.732	NPC314222
Intermediate Similarity	0.732	NPC196449
Intermediate Similarity	0.7306	NPC16066
Intermediate Similarity	0.7304	NPC240384
Intermediate Similarity	0.7301	NPC274640
Intermediate Similarity	0.7289	NPC470018
Intermediate Similarity	0.7284	NPC475844
Intermediate Similarity	0.7265	NPC198503
Intermediate Similarity	0.7261	NPC185197
Intermediate Similarity	0.7257	NPC74575
Intermediate Similarity	0.7256	NPC45190
Intermediate Similarity	0.7252	NPC168209
Intermediate Similarity	0.7244	NPC179287
Intermediate Similarity	0.7225	NPC475190
Intermediate Similarity	0.7222	NPC142385
Intermediate Similarity	0.7222	NPC249583
Intermediate Similarity	0.7215	NPC165964
Intermediate Similarity	0.7202	NPC230683
Intermediate Similarity	0.7198	NPC242928
Intermediate Similarity	0.7188	NPC280799
Intermediate Similarity	0.7181	NPC157931
Intermediate Similarity	0.7178	NPC258048
Intermediate Similarity	0.7177	NPC469961
Intermediate Similarity	0.7176	NPC300156
Intermediate Similarity	0.7175	NPC298436
Intermediate Similarity	0.7162	NPC305984
Intermediate Similarity	0.7157	NPC118511
Intermediate Similarity	0.7156	NPC175150
Intermediate Similarity	0.7156	NPC243633
Intermediate Similarity	0.7149	NPC118228
Intermediate Similarity	0.7149	NPC471762
Intermediate Similarity	0.7149	NPC316224
Intermediate Similarity	0.7143	NPC472099
Intermediate Similarity	0.7143	NPC4687
Intermediate Similarity	0.7143	NPC283117
Intermediate Similarity	0.7137	NPC148889
Intermediate Similarity	0.7137	NPC53534
Intermediate Similarity	0.7136	NPC94157
Intermediate Similarity	0.7136	NPC220408
Intermediate Similarity	0.7136	NPC473180
Intermediate Similarity	0.713	NPC303658
Intermediate Similarity	0.7124	NPC101350
Intermediate Similarity	0.7123	NPC471304
Intermediate Similarity	0.7123	NPC470020
Intermediate Similarity	0.7119	NPC208522
Intermediate Similarity	0.7117	NPC322064
Intermediate Similarity	0.7116	NPC295898
Intermediate Similarity	0.711	NPC287208
Intermediate Similarity	0.7106	NPC72905
Intermediate Similarity	0.7106	NPC166712
Intermediate Similarity	0.7105	NPC478078
Intermediate Similarity	0.7102	NPC152620
Intermediate Similarity	0.7097	NPC472286
Intermediate Similarity	0.7097	NPC472287
Intermediate Similarity	0.7087	NPC260434
Intermediate Similarity	0.7087	NPC474701
Intermediate Similarity	0.7082	NPC235685
Intermediate Similarity	0.708	NPC478141
Intermediate Similarity	0.7073	NPC474798
Intermediate Similarity	0.7069	NPC34770
Intermediate Similarity	0.7059	NPC310211
Intermediate Similarity	0.7059	NPC308137
Intermediate Similarity	0.7056	NPC128823
Intermediate Similarity	0.7048	NPC122436
Intermediate Similarity	0.7048	NPC51388
Intermediate Similarity	0.7045	NPC199667
Intermediate Similarity	0.7032	NPC470280
Intermediate Similarity	0.7027	NPC236668
Intermediate Similarity	0.7018	NPC97746
Intermediate Similarity	0.7017	NPC58209
Intermediate Similarity	0.7014	NPC87413
Intermediate Similarity	0.7014	NPC294375
Intermediate Similarity	0.7009	NPC184680
Intermediate Similarity	0.7009	NPC293151
Intermediate Similarity	0.7005	NPC475774
Intermediate Similarity	0.7	NPC473181
Intermediate Similarity	0.7	NPC66777
Intermediate Similarity	0.7	NPC144381
Remote Similarity	0.6996	NPC146976
Remote Similarity	0.6992	NPC209981
Remote Similarity	0.6991	NPC132642
Remote Similarity	0.6991	NPC150239
Remote Similarity	0.699	NPC118776
Remote Similarity	0.6986	NPC270918
Remote Similarity	0.6982	NPC264176
Remote Similarity	0.6979	NPC470785
Remote Similarity	0.6978	NPC174576
Remote Similarity	0.6974	NPC322482
Remote Similarity	0.6972	NPC470930
Remote Similarity	0.6972	NPC132539
Remote Similarity	0.6971	NPC67401
Remote Similarity	0.6971	NPC137353
Remote Similarity	0.6964	NPC148183
Remote Similarity	0.6964	NPC152768
Remote Similarity	0.6951	NPC476287
Remote Similarity	0.6949	NPC41501
Remote Similarity	0.6936	NPC15801
Remote Similarity	0.6933	NPC312645
Remote Similarity	0.6933	NPC223189
Remote Similarity	0.6933	NPC169402
Remote Similarity	0.693	NPC472284
Remote Similarity	0.692	NPC116238
Remote Similarity	0.6908	NPC470042
Remote Similarity	0.6907	NPC470784
Remote Similarity	0.6906	NPC118940
Remote Similarity	0.6903	NPC473041
Remote Similarity	0.6903	NPC96321
Remote Similarity	0.6903	NPC247803
Remote Similarity	0.6903	NPC46561
Remote Similarity	0.6894	NPC470017
Remote Similarity	0.6892	NPC123839
Remote Similarity	0.6891	NPC124300
Remote Similarity	0.689	NPC241025
Remote Similarity	0.6889	NPC36405
Remote Similarity	0.6883	NPC186351
Remote Similarity	0.688	NPC141053
Remote Similarity	0.687	NPC21638
Remote Similarity	0.6869	NPC26850
Remote Similarity	0.6867	NPC475253
Remote Similarity	0.6864	NPC470022
Remote Similarity	0.6864	NPC472061
Remote Similarity	0.6862	NPC208364
Remote Similarity	0.6862	NPC291609
Remote Similarity	0.6862	NPC160100
Remote Similarity	0.686	NPC26543
Remote Similarity	0.686	NPC203373
Remote Similarity	0.6857	NPC478083
Remote Similarity	0.6857	NPC472589
Remote Similarity	0.6856	NPC210434
Remote Similarity	0.6852	NPC72211
Remote Similarity	0.6851	NPC182222
Remote Similarity	0.6849	NPC245816
Remote Similarity	0.6849	NPC476138
Remote Similarity	0.6844	NPC472588
Remote Similarity	0.684	NPC319232
Remote Similarity	0.684	NPC24370
Remote Similarity	0.6838	NPC477516
Remote Similarity	0.6835	NPC470586
Remote Similarity	0.683	NPC472098
Remote Similarity	0.6824	NPC278525
Remote Similarity	0.6818	NPC270515
Remote Similarity	0.6815	NPC282346
Remote Similarity	0.6814	NPC288349
Remote Similarity	0.6809	NPC284888
Remote Similarity	0.6806	NPC78767
Remote Similarity	0.6806	NPC473814
Remote Similarity	0.6806	NPC74153
Remote Similarity	0.6805	NPC310618
Remote Similarity	0.6802	NPC266249
Remote Similarity	0.6802	NPC39679
Remote Similarity	0.68	NPC89508
Remote Similarity	0.6798	NPC473179
Remote Similarity	0.6795	NPC217176
Remote Similarity	0.6794	NPC176127
Remote Similarity	0.6794	NPC314659
Remote Similarity	0.6793	NPC6786
Remote Similarity	0.6792	NPC110741
Remote Similarity	0.6792	NPC188400
Remote Similarity	0.6791	NPC93390

Drug Structure

NPD3945 OpenBabel08211704332D 26 29 0 0 1 0 0 0 0 0999 V2000 -7.8417 -2.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6691 2.4752 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8417 -1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1691 1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9757 -3.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 2.4752 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9757 -1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 -1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 -1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 -1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 -1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1097 -2.5933 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.1691 1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1097 -1.5933 0.0000 C 0 0 2 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 -0.9135 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2437 -3.0933 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 1.4013 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.2437 -1.0933 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 -5.2437 -4.0933 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 -2.5933 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 5 1 0 0 0 0 2 4 2 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 16 1 0 0 0 0 6 17 2 0 0 0 0 7 18 1 0 0 0 0 8 19 2 0 0 0 0 9 11 1 0 0 0 0 9 14 2 0 0 0 0 10 12 2 0 0 0 0 10 14 1 0 0 0 0 11 15 2 0 0 0 0 12 15 1 0 0 0 0 13 14 1 0 0 0 0 13 23 1 0 0 0 0 15 20 1 0 0 0 0 16 18 1 0 0 0 0 16 21 1 6 0 0 0 17 19 1 0 0 0 0 17 22 1 0 0 0 0 18 23 1 1 0 0 0 19 24 1 0 0 0 0 20 22 2 0 0 0 0 20 24 1 0 0 0 0 21 25 1 0 0 0 0 21 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003703
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	322.17
ALogP	-2.2993
MLogP	3.22
XLogP	4.292
HDA	3
HBD	1
Rotatable Bonds	5
TPSA	61.28
RO5 Violation	0