NPASS drugs

Drug Information

Drug ID:	NPD4987
Drug Name:
Molecular Formula:	C22H23N3O2
Canonical SMILES:	COC(=O)c1c2C3CN(C)CCN3c3c(Cn2c2c1cccc2)cccc3
Standard InCHI:	InChI=1S/C22H23N3O2/c1-23-11-12-24-17-9-5-3-7-15(17)13-25-18-10-6-4-8-16(18)20(22(26)27-2)21(25)19(24)14-23/h3-10,19H,11-14H2,1-2H3
Standard InCHIKey:	WPGUWABWNUSPMW-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4987

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	291
0.1-0.2	1781
0.2-0.3	8288
0.3-0.4	9386
0.4-0.5	7550
0.5-0.6	1679
0.6-0.7	1522
0.7-0.8	375
0.8-0.85	18
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	0.8324	NPC282103
Intermediate Similarity	0.8316	NPC472116
Intermediate Similarity	0.8245	NPC329858
Intermediate Similarity	0.8242	NPC84347
Intermediate Similarity	0.8229	NPC474916
Intermediate Similarity	0.8197	NPC234987
Intermediate Similarity	0.8173	NPC243850
Intermediate Similarity	0.8172	NPC472119
Intermediate Similarity	0.8148	NPC314333
Intermediate Similarity	0.8125	NPC245916
Intermediate Similarity	0.8122	NPC314855
Intermediate Similarity	0.8122	NPC313345
Intermediate Similarity	0.8122	NPC315638
Intermediate Similarity	0.8122	NPC313796
Intermediate Similarity	0.8105	NPC138370
Intermediate Similarity	0.8081	NPC315545
Intermediate Similarity	0.8081	NPC314297
Intermediate Similarity	0.8021	NPC243058
Intermediate Similarity	0.7989	NPC90415
Intermediate Similarity	0.797	NPC472098
Intermediate Similarity	0.7969	NPC55493
Intermediate Similarity	0.7968	NPC113626
Intermediate Similarity	0.796	NPC314834
Intermediate Similarity	0.7951	NPC96321
Intermediate Similarity	0.795	NPC266249
Intermediate Similarity	0.7935	NPC191310
Intermediate Similarity	0.7926	NPC143533
Intermediate Similarity	0.7906	NPC196251
Intermediate Similarity	0.7906	NPC111602
Intermediate Similarity	0.7906	NPC63199
Intermediate Similarity	0.7906	NPC102338
Intermediate Similarity	0.7895	NPC160381
Intermediate Similarity	0.7889	NPC314648
Intermediate Similarity	0.7889	NPC132539
Intermediate Similarity	0.7887	NPC220151
Intermediate Similarity	0.7887	NPC19692
Intermediate Similarity	0.7884	NPC203635
Intermediate Similarity	0.7871	NPC123839
Intermediate Similarity	0.7864	NPC473041
Intermediate Similarity	0.7828	NPC471944
Intermediate Similarity	0.782	NPC478078
Intermediate Similarity	0.7811	NPC53344
Intermediate Similarity	0.7807	NPC219848
Intermediate Similarity	0.7801	NPC66210
Intermediate Similarity	0.7789	NPC57398
Intermediate Similarity	0.7789	NPC162730
Intermediate Similarity	0.7789	NPC258480
Intermediate Similarity	0.7788	NPC472099
Intermediate Similarity	0.7767	NPC469928
Intermediate Similarity	0.7766	NPC256268
Intermediate Similarity	0.776	NPC472323
Intermediate Similarity	0.7744	NPC269886
Intermediate Similarity	0.7744	NPC472295
Intermediate Similarity	0.7744	NPC247735
Intermediate Similarity	0.7744	NPC81802
Intermediate Similarity	0.7744	NPC472210
Intermediate Similarity	0.7727	NPC81535
Intermediate Similarity	0.7727	NPC241024
Intermediate Similarity	0.7725	NPC15840
Intermediate Similarity	0.7718	NPC477979
Intermediate Similarity	0.7713	NPC14325
Intermediate Similarity	0.7713	NPC28848
Intermediate Similarity	0.7707	NPC118940
Intermediate Similarity	0.7707	NPC264176
Intermediate Similarity	0.77	NPC474116
Intermediate Similarity	0.7696	NPC471304
Intermediate Similarity	0.7681	NPC330009
Intermediate Similarity	0.7681	NPC152768
Intermediate Similarity	0.7681	NPC148183
Intermediate Similarity	0.7656	NPC472107
Intermediate Similarity	0.7656	NPC79062
Intermediate Similarity	0.7641	NPC472097
Intermediate Similarity	0.7617	NPC194040
Intermediate Similarity	0.76	NPC254240
Intermediate Similarity	0.76	NPC128265
Intermediate Similarity	0.76	NPC199851
Intermediate Similarity	0.76	NPC294909
Intermediate Similarity	0.76	NPC312870
Intermediate Similarity	0.7588	NPC67288
Intermediate Similarity	0.7586	NPC82053
Intermediate Similarity	0.7586	NPC238457
Intermediate Similarity	0.7577	NPC278434
Intermediate Similarity	0.757	NPC157931
Intermediate Similarity	0.7565	NPC133003
Intermediate Similarity	0.756	NPC312645
Intermediate Similarity	0.7558	NPC329631
Intermediate Similarity	0.7552	NPC159125
Intermediate Similarity	0.7539	NPC469896
Intermediate Similarity	0.7538	NPC175474
Intermediate Similarity	0.7535	NPC311906
Intermediate Similarity	0.7535	NPC471762
Intermediate Similarity	0.7525	NPC57994
Intermediate Similarity	0.7525	NPC289299
Intermediate Similarity	0.7512	NPC475720
Intermediate Similarity	0.7512	NPC474192
Intermediate Similarity	0.7512	NPC36405
Intermediate Similarity	0.7512	NPC214428
Intermediate Similarity	0.75	NPC89508
Intermediate Similarity	0.75	NPC255229
Intermediate Similarity	0.75	NPC249614
Intermediate Similarity	0.75	NPC102008
Intermediate Similarity	0.75	NPC81229
Intermediate Similarity	0.7487	NPC79356
Intermediate Similarity	0.7487	NPC102592
Intermediate Similarity	0.7475	NPC198673
Intermediate Similarity	0.7474	NPC134586
Intermediate Similarity	0.7463	NPC123395
Intermediate Similarity	0.7463	NPC477065
Intermediate Similarity	0.7461	NPC472104
Intermediate Similarity	0.7454	NPC66777
Intermediate Similarity	0.7453	NPC323969
Intermediate Similarity	0.7452	NPC318299
Intermediate Similarity	0.7451	NPC327592
Intermediate Similarity	0.745	NPC141454
Intermediate Similarity	0.7436	NPC478077
Intermediate Similarity	0.7436	NPC311858
Intermediate Similarity	0.7435	NPC211997
Intermediate Similarity	0.743	NPC229893
Intermediate Similarity	0.7424	NPC472292
Intermediate Similarity	0.7424	NPC472113
Intermediate Similarity	0.7416	NPC317752
Intermediate Similarity	0.7415	NPC317373
Intermediate Similarity	0.7415	NPC277350
Intermediate Similarity	0.7413	NPC52557
Intermediate Similarity	0.7413	NPC168911
Intermediate Similarity	0.7412	NPC329982
Intermediate Similarity	0.7411	NPC472112
Intermediate Similarity	0.7402	NPC165599
Intermediate Similarity	0.74	NPC472293
Intermediate Similarity	0.7387	NPC192306
Intermediate Similarity	0.7385	NPC260434
Intermediate Similarity	0.7368	NPC244856
Intermediate Similarity	0.7366	NPC194881
Intermediate Similarity	0.735	NPC474121
Intermediate Similarity	0.735	NPC135950
Intermediate Similarity	0.7349	NPC122436
Intermediate Similarity	0.7347	NPC141612
Intermediate Similarity	0.7347	NPC17273
Intermediate Similarity	0.7347	NPC135601
Intermediate Similarity	0.7342	NPC101350
Intermediate Similarity	0.7333	NPC221100
Intermediate Similarity	0.7333	NPC234078
Intermediate Similarity	0.7333	NPC236424
Intermediate Similarity	0.7333	NPC306644
Intermediate Similarity	0.733	NPC475841
Intermediate Similarity	0.733	NPC303225
Intermediate Similarity	0.733	NPC469938
Intermediate Similarity	0.733	NPC300156
Intermediate Similarity	0.733	NPC474145
Intermediate Similarity	0.733	NPC471191
Intermediate Similarity	0.7327	NPC257851
Intermediate Similarity	0.7327	NPC239954
Intermediate Similarity	0.7324	NPC74360
Intermediate Similarity	0.7318	NPC473105
Intermediate Similarity	0.7315	NPC21638
Intermediate Similarity	0.7309	NPC475816
Intermediate Similarity	0.7306	NPC219336
Intermediate Similarity	0.7299	NPC274842
Intermediate Similarity	0.7297	NPC235685
Intermediate Similarity	0.7295	NPC244741
Intermediate Similarity	0.7295	NPC4687
Intermediate Similarity	0.7294	NPC33949
Intermediate Similarity	0.7291	NPC103361
Intermediate Similarity	0.7291	NPC472296
Intermediate Similarity	0.7291	NPC472297
Intermediate Similarity	0.7286	NPC129909
Intermediate Similarity	0.7282	NPC289086
Intermediate Similarity	0.7282	NPC470205
Intermediate Similarity	0.7281	NPC473506
Intermediate Similarity	0.7277	NPC477066
Intermediate Similarity	0.7273	NPC478083
Intermediate Similarity	0.7273	NPC44354
Intermediate Similarity	0.7269	NPC76565
Intermediate Similarity	0.7268	NPC328318
Intermediate Similarity	0.7268	NPC73994
Intermediate Similarity	0.7268	NPC295898
Intermediate Similarity	0.7268	NPC328596
Intermediate Similarity	0.726	NPC39679
Intermediate Similarity	0.7259	NPC62749
Intermediate Similarity	0.7257	NPC81939
Intermediate Similarity	0.7256	NPC60621
Intermediate Similarity	0.7255	NPC195461
Intermediate Similarity	0.7255	NPC249150
Intermediate Similarity	0.7255	NPC329747
Intermediate Similarity	0.7255	NPC49196
Intermediate Similarity	0.7255	NPC81654
Intermediate Similarity	0.7255	NPC79129
Intermediate Similarity	0.7255	NPC313985
Intermediate Similarity	0.7254	NPC183662
Intermediate Similarity	0.7254	NPC217372
Intermediate Similarity	0.7254	NPC15573
Intermediate Similarity	0.7249	NPC114637
Intermediate Similarity	0.7248	NPC87152
Intermediate Similarity	0.7248	NPC475600
Intermediate Similarity	0.7248	NPC476110
Intermediate Similarity	0.7248	NPC475631
Intermediate Similarity	0.7245	NPC46895
Intermediate Similarity	0.7245	NPC470003
Intermediate Similarity	0.7245	NPC21429
Intermediate Similarity	0.7244	NPC478082

Drug Structure

NPD4987 OpenBabel08211706322D 27 31 0 0 1 0 0 0 0 0999 V2000 2.0917 -3.8209 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3056 -4.0439 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8302 2.0791 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9622 -0.3716 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5104 1.3460 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6390 0.5748 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8553 1.8565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3042 -1.1246 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2156 0.3904 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6578 0.7680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9577 -2.3209 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9577 -1.3209 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5633 0.8262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2256 -2.3209 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5605 0.9010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3231 -0.9314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2407 0.1679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9999 0.0150 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2256 -1.3209 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.5230 -1.5312 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2948 -0.9556 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5379 -2.5311 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0917 -2.8209 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.0917 -0.8209 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 -1.4113 -3.0181 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3205 -3.0440 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 27 1 0 0 0 0 3 5 2 0 0 0 0 3 7 1 0 0 0 0 4 6 2 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 7 15 2 0 0 0 0 8 16 2 0 0 0 0 9 17 2 0 0 0 0 10 18 2 0 0 0 0 11 12 1 0 0 0 0 11 23 1 0 0 0 0 12 24 1 0 0 0 0 13 15 1 0 0 0 0 13 25 1 0 0 0 0 14 19 1 0 0 0 0 14 23 1 0 0 0 0 15 17 1 0 0 0 0 16 18 1 0 0 0 0 16 20 1 0 0 0 0 17 24 1 0 0 0 0 18 25 1 0 0 0 0 19 21 1 0 0 0 0 19 24 1 0 0 0 0 20 21 2 0 0 0 0 20 22 1 0 0 0 0 21 25 1 0 0 0 0 22 26 2 0 0 0 0 22 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000871
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	361.18
ALogP	0.1491
MLogP	3.33
XLogP	3.876
HDA	5
HBD	0
Rotatable Bonds	4
TPSA	37.71
RO5 Violation	0