NPASS drugs

Drug Information

Drug ID:	NPD2916
Drug Name:	RS-2135
Molecular Formula:	C18H20N2O2
Canonical SMILES:	N[C@@H]1Cc2c3c(O)cccc3n3c2[C@@H]2[C@H]1CCC[C@@H]2CC3=O
Standard InCHI:	InChI=1S/C18H20N2O2/c19-12-8-11-17-13(5-2-6-14(17)21)20-15(22)7-9-3-1-4-10(12)16(9)18(11)20/h2,5-6,9-10,12,16,21H,1,3-4,7-8,19H2/t9-,10+,12-,16+/m1/s1
Standard InCHIKey:	OECDXEBJRAHXDW-HDINQQKLSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2916

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	341
0.1-0.2	1609
0.2-0.3	8296
0.3-0.4	6478
0.4-0.5	10095
0.5-0.6	2201
0.6-0.7	1511
0.7-0.8	356
0.8-0.85	3
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	0.8204	NPC330009
Intermediate Similarity	0.8131	NPC306376
Intermediate Similarity	0.8029	NPC469928
Intermediate Similarity	0.799	NPC270918
Intermediate Similarity	0.7937	NPC474409
Intermediate Similarity	0.7931	NPC476098
Intermediate Similarity	0.7902	NPC53344
Intermediate Similarity	0.7867	NPC264285
Intermediate Similarity	0.7857	NPC152768
Intermediate Similarity	0.7857	NPC148183
Intermediate Similarity	0.7846	NPC94943
Intermediate Similarity	0.7843	NPC200836
Intermediate Similarity	0.7837	NPC23294
Intermediate Similarity	0.782	NPC305984
Intermediate Similarity	0.7811	NPC153042
Intermediate Similarity	0.78	NPC276517
Intermediate Similarity	0.7795	NPC190007
Intermediate Similarity	0.7788	NPC303951
Intermediate Similarity	0.7783	NPC249040
Intermediate Similarity	0.7783	NPC303658
Intermediate Similarity	0.7778	NPC210828
Intermediate Similarity	0.7778	NPC86834
Intermediate Similarity	0.7778	NPC470931
Intermediate Similarity	0.7773	NPC183407
Intermediate Similarity	0.7772	NPC72980
Intermediate Similarity	0.7751	NPC9894
Intermediate Similarity	0.775	NPC45850
Intermediate Similarity	0.7744	NPC212535
Intermediate Similarity	0.7727	NPC128751
Intermediate Similarity	0.7721	NPC162748
Intermediate Similarity	0.7721	NPC220851
Intermediate Similarity	0.7714	NPC264176
Intermediate Similarity	0.77	NPC473041
Intermediate Similarity	0.7688	NPC106833
Intermediate Similarity	0.7688	NPC469497
Intermediate Similarity	0.7682	NPC132329
Intermediate Similarity	0.7677	NPC46580
Intermediate Similarity	0.7671	NPC326363
Intermediate Similarity	0.767	NPC53144
Intermediate Similarity	0.7656	NPC471294
Intermediate Similarity	0.7639	NPC16352
Intermediate Similarity	0.7638	NPC246700
Intermediate Similarity	0.7638	NPC183805
Intermediate Similarity	0.7628	NPC472099
Intermediate Similarity	0.7626	NPC478077
Intermediate Similarity	0.7621	NPC469734
Intermediate Similarity	0.7619	NPC471304
Intermediate Similarity	0.761	NPC315491
Intermediate Similarity	0.761	NPC45459
Intermediate Similarity	0.761	NPC213308
Intermediate Similarity	0.7608	NPC39679
Intermediate Similarity	0.759	NPC232340
Intermediate Similarity	0.7589	NPC470784
Intermediate Similarity	0.7589	NPC131486
Intermediate Similarity	0.7565	NPC259545
Intermediate Similarity	0.7551	NPC15840
Intermediate Similarity	0.7549	NPC243834
Intermediate Similarity	0.7549	NPC70956
Intermediate Similarity	0.7547	NPC294620
Intermediate Similarity	0.7546	NPC150239
Intermediate Similarity	0.7545	NPC184680
Intermediate Similarity	0.7535	NPC96321
Intermediate Similarity	0.7534	NPC24370
Intermediate Similarity	0.7534	NPC325976
Intermediate Similarity	0.7534	NPC319232
Intermediate Similarity	0.7532	NPC189079
Intermediate Similarity	0.7526	NPC159319
Intermediate Similarity	0.7524	NPC329747
Intermediate Similarity	0.7524	NPC475910
Intermediate Similarity	0.7523	NPC322064
Intermediate Similarity	0.7523	NPC3207
Intermediate Similarity	0.7512	NPC50503
Intermediate Similarity	0.7512	NPC478074
Intermediate Similarity	0.7511	NPC470785
Intermediate Similarity	0.75	NPC134848
Intermediate Similarity	0.75	NPC242209
Intermediate Similarity	0.7489	NPC473449
Intermediate Similarity	0.7489	NPC21638
Intermediate Similarity	0.7489	NPC133609
Intermediate Similarity	0.7488	NPC476116
Intermediate Similarity	0.7478	NPC475816
Intermediate Similarity	0.7476	NPC193777
Intermediate Similarity	0.7474	NPC315214
Intermediate Similarity	0.7474	NPC47298
Intermediate Similarity	0.7466	NPC311906
Intermediate Similarity	0.7466	NPC194740
Intermediate Similarity	0.7465	NPC472098
Intermediate Similarity	0.7463	NPC474188
Intermediate Similarity	0.7461	NPC126481
Intermediate Similarity	0.7455	NPC214142
Intermediate Similarity	0.7454	NPC247803
Intermediate Similarity	0.7453	NPC85273
Intermediate Similarity	0.7452	NPC475085
Intermediate Similarity	0.7452	NPC291535
Intermediate Similarity	0.7452	NPC475112
Intermediate Similarity	0.7452	NPC211813
Intermediate Similarity	0.7442	NPC74969
Intermediate Similarity	0.744	NPC79129
Intermediate Similarity	0.744	NPC81654
Intermediate Similarity	0.744	NPC11017
Intermediate Similarity	0.744	NPC249150
Intermediate Similarity	0.744	NPC49196
Intermediate Similarity	0.744	NPC195461
Intermediate Similarity	0.744	NPC313985
Intermediate Similarity	0.7438	NPC99666
Intermediate Similarity	0.7435	NPC32028
Intermediate Similarity	0.7434	NPC474183
Intermediate Similarity	0.7421	NPC304307
Intermediate Similarity	0.7421	NPC34580
Intermediate Similarity	0.7421	NPC124920
Intermediate Similarity	0.7421	NPC470126
Intermediate Similarity	0.7421	NPC261251
Intermediate Similarity	0.7421	NPC118559
Intermediate Similarity	0.7418	NPC87413
Intermediate Similarity	0.7415	NPC472193
Intermediate Similarity	0.7412	NPC473540
Intermediate Similarity	0.7412	NPC478081
Intermediate Similarity	0.7411	NPC88363
Intermediate Similarity	0.7411	NPC473105
Intermediate Similarity	0.7404	NPC267423
Intermediate Similarity	0.7402	NPC106937
Intermediate Similarity	0.7389	NPC184225
Intermediate Similarity	0.7387	NPC100547
Intermediate Similarity	0.7387	NPC19679
Intermediate Similarity	0.7387	NPC253580
Intermediate Similarity	0.7385	NPC128115
Intermediate Similarity	0.7383	NPC48353
Intermediate Similarity	0.7381	NPC475070
Intermediate Similarity	0.7379	NPC156704
Intermediate Similarity	0.7376	NPC214980
Intermediate Similarity	0.7371	NPC234999
Intermediate Similarity	0.7368	NPC477066
Intermediate Similarity	0.7368	NPC162730
Intermediate Similarity	0.7368	NPC474116
Intermediate Similarity	0.7366	NPC475720
Intermediate Similarity	0.7366	NPC474192
Intermediate Similarity	0.7363	NPC171171
Intermediate Similarity	0.7354	NPC95240
Intermediate Similarity	0.7354	NPC223409
Intermediate Similarity	0.7354	NPC322135
Intermediate Similarity	0.7352	NPC60621
Intermediate Similarity	0.735	NPC258480
Intermediate Similarity	0.735	NPC244543
Intermediate Similarity	0.7349	NPC471080
Intermediate Similarity	0.7349	NPC469592
Intermediate Similarity	0.7348	NPC160898
Intermediate Similarity	0.7347	NPC279589
Intermediate Similarity	0.7345	NPC477549
Intermediate Similarity	0.7345	NPC473187
Intermediate Similarity	0.7342	NPC473185
Intermediate Similarity	0.734	NPC472112
Intermediate Similarity	0.7333	NPC323752
Intermediate Similarity	0.733	NPC245916
Intermediate Similarity	0.7327	NPC472323
Intermediate Similarity	0.7324	NPC469589
Intermediate Similarity	0.7321	NPC14288
Intermediate Similarity	0.7317	NPC45048
Intermediate Similarity	0.7313	NPC6786
Intermediate Similarity	0.7313	NPC28945
Intermediate Similarity	0.7313	NPC314002
Intermediate Similarity	0.7311	NPC183777
Intermediate Similarity	0.7311	NPC88008
Intermediate Similarity	0.7309	NPC471762
Intermediate Similarity	0.7306	NPC174760
Intermediate Similarity	0.7302	NPC475778
Intermediate Similarity	0.73	NPC220765
Intermediate Similarity	0.729	NPC309845
Intermediate Similarity	0.729	NPC11464
Intermediate Similarity	0.7289	NPC54803
Intermediate Similarity	0.7289	NPC321592
Intermediate Similarity	0.7286	NPC271792
Intermediate Similarity	0.7286	NPC295898
Intermediate Similarity	0.7281	NPC41679
Intermediate Similarity	0.7277	NPC66210
Intermediate Similarity	0.7273	NPC15573
Intermediate Similarity	0.7273	NPC217372
Intermediate Similarity	0.7273	NPC78609
Intermediate Similarity	0.7273	NPC81939
Intermediate Similarity	0.7273	NPC96890
Intermediate Similarity	0.7273	NPC183662
Intermediate Similarity	0.7268	NPC472113
Intermediate Similarity	0.7264	NPC204717
Intermediate Similarity	0.7264	NPC472111
Intermediate Similarity	0.7264	NPC475841
Intermediate Similarity	0.7264	NPC474145
Intermediate Similarity	0.7261	NPC478082
Intermediate Similarity	0.7261	NPC477067
Intermediate Similarity	0.7259	NPC303225
Intermediate Similarity	0.7257	NPC284888
Intermediate Similarity	0.7257	NPC323198
Intermediate Similarity	0.7256	NPC294375
Intermediate Similarity	0.7255	NPC329858
Intermediate Similarity	0.7255	NPC95783
Intermediate Similarity	0.7248	NPC469727
Intermediate Similarity	0.7248	NPC293151
Intermediate Similarity	0.7246	NPC478080
Intermediate Similarity	0.7243	NPC174672
Intermediate Similarity	0.7241	NPC475666
Intermediate Similarity	0.7241	NPC206186
Intermediate Similarity	0.724	NPC280272

Drug Structure

NPD2916 OpenBabel08211702562D 25 29 0 0 1 0 0 0 0 0999 V2000 -2.9404 -0.7501 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4604 0.4729 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3376 -1.1613 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9947 -0.0224 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6405 -0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4605 1.4201 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8200 -1.4199 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6396 1.8942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6402 -0.9464 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.4597 0.4738 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8195 1.4207 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4595 1.4210 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8203 0.4732 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6409 1.8936 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0002 -0.9467 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6400 0.0003 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8205 1.4204 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8197 0.4735 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2792 1.8945 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 1.6412 2.8402 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8143 -1.4171 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6641 2.7593 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8357 1.1288 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8756 3.3968 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 4 1 0 0 0 0 2 5 2 0 0 0 0 2 6 1 0 0 0 0 5 13 1 0 0 0 0 6 14 2 0 0 0 0 7 9 1 0 0 0 0 7 15 1 0 0 0 0 8 11 1 0 0 0 0 8 12 1 0 0 0 0 9 3 1 1 0 0 0 9 16 1 0 0 0 0 10 4 1 1 0 0 0 10 12 1 0 0 0 0 10 16 1 0 0 0 0 11 17 1 0 0 0 0 11 18 2 0 0 0 0 12 19 1 6 0 0 0 13 17 2 0 0 0 0 13 20 1 0 0 0 0 14 17 1 0 0 0 0 14 21 1 0 0 0 0 15 20 1 0 0 0 0 15 22 2 0 0 0 0 16 18 1 1 0 0 0 18 20 1 0 0 0 0 19 23 1 0 0 0 0 19 24 1 0 0 0 0 21 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013593
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	296.15
ALogP	-2.2215
MLogP	3
XLogP	2.078
HDA	3
HBD	2
Rotatable Bonds	2
TPSA	68.25
RO5 Violation	0