NPASS drugs

Drug Information

Drug ID:	NPD2122
Drug Name:	PHA-568487
Molecular Formula:	C16H20N2O3
Canonical SMILES:	OC(=N[C@H]1CN2CCC1CC2)c1ccc2c(c1)OCCO2
Standard InCHI:	InChI=1S/C16H20N2O3/c19-16(17-13-10-18-5-3-11(13)4-6-18)12-1-2-14-15(9-12)21-8-7-20-14/h1-2,9,11,13H,3-8,10H2,(H,17,19)/t13-/m0/s1
Standard InCHIKey:	LUVXHMJTVXZFPD-ZDUSSCGKSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2122

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	182
0.1-0.2	1051
0.2-0.3	4414
0.3-0.4	8617
0.4-0.5	3672
0.5-0.6	8198
0.6-0.7	4248
0.7-0.8	506
0.8-0.85	2
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	0.8	NPC470935
Intermediate Similarity	0.8	NPC471032
Intermediate Similarity	0.7935	NPC115144
Intermediate Similarity	0.7935	NPC277857
Intermediate Similarity	0.7815	NPC254610
Intermediate Similarity	0.7712	NPC477838
Intermediate Similarity	0.7712	NPC477837
Intermediate Similarity	0.7692	NPC183262
Intermediate Similarity	0.7683	NPC50380
Intermediate Similarity	0.7683	NPC179250
Intermediate Similarity	0.7665	NPC66573
Intermediate Similarity	0.7647	NPC299583
Intermediate Similarity	0.7619	NPC301713
Intermediate Similarity	0.7584	NPC470706
Intermediate Similarity	0.7582	NPC204848
Intermediate Similarity	0.7582	NPC41473
Intermediate Similarity	0.7582	NPC193528
Intermediate Similarity	0.7582	NPC160607
Intermediate Similarity	0.7582	NPC14600
Intermediate Similarity	0.7582	NPC312770
Intermediate Similarity	0.7568	NPC153990
Intermediate Similarity	0.7568	NPC186898
Intermediate Similarity	0.7561	NPC216816
Intermediate Similarity	0.7545	NPC124657
Intermediate Similarity	0.7545	NPC90984
Intermediate Similarity	0.7533	NPC114102
Intermediate Similarity	0.7517	NPC155838
Intermediate Similarity	0.75	NPC222039
Intermediate Similarity	0.75	NPC100478
Intermediate Similarity	0.7485	NPC169743
Intermediate Similarity	0.7484	NPC77572
Intermediate Similarity	0.7483	NPC214869
Intermediate Similarity	0.7468	NPC5462
Intermediate Similarity	0.7468	NPC185838
Intermediate Similarity	0.7467	NPC52029
Intermediate Similarity	0.7467	NPC195749
Intermediate Similarity	0.7467	NPC35961
Intermediate Similarity	0.7453	NPC220858
Intermediate Similarity	0.7453	NPC88249
Intermediate Similarity	0.7453	NPC192768
Intermediate Similarity	0.7453	NPC151895
Intermediate Similarity	0.7453	NPC97221
Intermediate Similarity	0.744	NPC240841
Intermediate Similarity	0.744	NPC256012
Intermediate Similarity	0.744	NPC268503
Intermediate Similarity	0.744	NPC42549
Intermediate Similarity	0.744	NPC250846
Intermediate Similarity	0.744	NPC317272
Intermediate Similarity	0.7439	NPC323443
Intermediate Similarity	0.7439	NPC180756
Intermediate Similarity	0.7432	NPC29477
Intermediate Similarity	0.743	NPC85381
Intermediate Similarity	0.7419	NPC296898
Intermediate Similarity	0.7419	NPC231572
Intermediate Similarity	0.7417	NPC308885
Intermediate Similarity	0.7417	NPC255550
Intermediate Similarity	0.7412	NPC109925
Intermediate Similarity	0.741	NPC4304
Intermediate Similarity	0.7407	NPC474560
Intermediate Similarity	0.7407	NPC476568
Intermediate Similarity	0.74	NPC72529
Intermediate Similarity	0.74	NPC469977
Intermediate Similarity	0.7391	NPC182119
Intermediate Similarity	0.7386	NPC218530
Intermediate Similarity	0.7383	NPC251466
Intermediate Similarity	0.7378	NPC5238
Intermediate Similarity	0.7378	NPC127674
Intermediate Similarity	0.7378	NPC276588
Intermediate Similarity	0.7378	NPC54379
Intermediate Similarity	0.7378	NPC184026
Intermediate Similarity	0.7378	NPC295691
Intermediate Similarity	0.7378	NPC469817
Intermediate Similarity	0.7378	NPC204828
Intermediate Similarity	0.7378	NPC39701
Intermediate Similarity	0.7378	NPC193949
Intermediate Similarity	0.7378	NPC110416
Intermediate Similarity	0.7378	NPC249797
Intermediate Similarity	0.7378	NPC189266
Intermediate Similarity	0.7378	NPC172765
Intermediate Similarity	0.7378	NPC278799
Intermediate Similarity	0.7378	NPC207757
Intermediate Similarity	0.7378	NPC2413
Intermediate Similarity	0.7375	NPC321505
Intermediate Similarity	0.7375	NPC476151
Intermediate Similarity	0.7375	NPC179825
Intermediate Similarity	0.7375	NPC191376
Intermediate Similarity	0.7368	NPC118419
Intermediate Similarity	0.7368	NPC93882
Intermediate Similarity	0.7368	NPC130595
Intermediate Similarity	0.7365	NPC109822
Intermediate Similarity	0.7365	NPC94276
Intermediate Similarity	0.7362	NPC270811
Intermediate Similarity	0.7362	NPC471073
Intermediate Similarity	0.7351	NPC5851
Intermediate Similarity	0.7351	NPC86030
Intermediate Similarity	0.7349	NPC59028
Intermediate Similarity	0.7349	NPC92191
Intermediate Similarity	0.7348	NPC144314
Intermediate Similarity	0.7345	NPC139783
Intermediate Similarity	0.7345	NPC65312
Intermediate Similarity	0.7342	NPC128019
Intermediate Similarity	0.7342	NPC476567
Intermediate Similarity	0.7342	NPC136860
Intermediate Similarity	0.7337	NPC13916
Intermediate Similarity	0.7337	NPC264850
Intermediate Similarity	0.7333	NPC25084
Intermediate Similarity	0.7333	NPC157740
Intermediate Similarity	0.7333	NPC251571
Intermediate Similarity	0.7333	NPC191302
Intermediate Similarity	0.7333	NPC247639
Intermediate Similarity	0.7333	NPC99798
Intermediate Similarity	0.733	NPC167116
Intermediate Similarity	0.733	NPC254441
Intermediate Similarity	0.733	NPC274716
Intermediate Similarity	0.7329	NPC147390
Intermediate Similarity	0.7329	NPC24233
Intermediate Similarity	0.7329	NPC135538
Intermediate Similarity	0.7329	NPC476571
Intermediate Similarity	0.7329	NPC7467
Intermediate Similarity	0.7329	NPC428
Intermediate Similarity	0.7329	NPC246587
Intermediate Similarity	0.7326	NPC2314
Intermediate Similarity	0.732	NPC285078
Intermediate Similarity	0.732	NPC313737
Intermediate Similarity	0.732	NPC6854
Intermediate Similarity	0.7318	NPC41122
Intermediate Similarity	0.7318	NPC318805
Intermediate Similarity	0.7315	NPC170583
Intermediate Similarity	0.7315	NPC182147
Intermediate Similarity	0.7315	NPC246133
Intermediate Similarity	0.7315	NPC71105
Intermediate Similarity	0.7315	NPC207541
Intermediate Similarity	0.7315	NPC152186
Intermediate Similarity	0.7314	NPC286119
Intermediate Similarity	0.731	NPC164608
Intermediate Similarity	0.731	NPC43275
Intermediate Similarity	0.7308	NPC50548
Intermediate Similarity	0.7305	NPC249274
Intermediate Similarity	0.7303	NPC476570
Intermediate Similarity	0.7301	NPC127402
Intermediate Similarity	0.7293	NPC149962
Intermediate Similarity	0.7288	NPC16357
Intermediate Similarity	0.7288	NPC249996
Intermediate Similarity	0.7288	NPC302245
Intermediate Similarity	0.7288	NPC95426
Intermediate Similarity	0.7285	NPC147247
Intermediate Similarity	0.7285	NPC246974
Intermediate Similarity	0.7284	NPC477565
Intermediate Similarity	0.7284	NPC103379
Intermediate Similarity	0.7284	NPC114659
Intermediate Similarity	0.7284	NPC139699
Intermediate Similarity	0.7283	NPC49353
Intermediate Similarity	0.7278	NPC24465
Intermediate Similarity	0.7278	NPC121275
Intermediate Similarity	0.7278	NPC35345
Intermediate Similarity	0.7278	NPC284183
Intermediate Similarity	0.7278	NPC4138
Intermediate Similarity	0.7273	NPC107602
Intermediate Similarity	0.7273	NPC104196
Intermediate Similarity	0.7273	NPC239824
Intermediate Similarity	0.7273	NPC290582
Intermediate Similarity	0.7273	NPC476202
Intermediate Similarity	0.7273	NPC54654
Intermediate Similarity	0.7273	NPC15414
Intermediate Similarity	0.7273	NPC181796
Intermediate Similarity	0.7273	NPC229373
Intermediate Similarity	0.7273	NPC311973
Intermediate Similarity	0.7273	NPC30779
Intermediate Similarity	0.7273	NPC258657
Intermediate Similarity	0.7273	NPC8836
Intermediate Similarity	0.7273	NPC285931
Intermediate Similarity	0.7273	NPC185639
Intermediate Similarity	0.7273	NPC271013
Intermediate Similarity	0.7273	NPC222661
Intermediate Similarity	0.7273	NPC182052
Intermediate Similarity	0.7273	NPC49075
Intermediate Similarity	0.7273	NPC42663
Intermediate Similarity	0.7273	NPC223690
Intermediate Similarity	0.7273	NPC90998
Intermediate Similarity	0.7273	NPC217748
Intermediate Similarity	0.7273	NPC279228
Intermediate Similarity	0.7273	NPC328155
Intermediate Similarity	0.7273	NPC290005
Intermediate Similarity	0.7273	NPC7715
Intermediate Similarity	0.7273	NPC251735
Intermediate Similarity	0.7267	NPC58607
Intermediate Similarity	0.7267	NPC106295
Intermediate Similarity	0.7267	NPC178284
Intermediate Similarity	0.7267	NPC210437
Intermediate Similarity	0.7267	NPC16107
Intermediate Similarity	0.7267	NPC144863
Intermediate Similarity	0.7267	NPC51957
Intermediate Similarity	0.7267	NPC476144
Intermediate Similarity	0.7267	NPC156944
Intermediate Similarity	0.7267	NPC191037
Intermediate Similarity	0.7261	NPC212850
Intermediate Similarity	0.7261	NPC314682
Intermediate Similarity	0.7261	NPC83289
Intermediate Similarity	0.7261	NPC189724
Intermediate Similarity	0.726	NPC263835

Drug Structure

NPD2122 OpenBabel08211701392D 22 25 0 0 1 0 0 0 0 0999 V2000 1.8314 -1.8309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9976 -2.0544 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5410 -1.0741 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6550 -1.0738 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5409 0.1464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6549 0.1466 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0571 -1.0574 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8338 -0.2235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4442 -0.3868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1664 0.0092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5982 -1.6843 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.0547 -0.9971 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1665 -0.9368 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.3872 -1.4441 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6105 -0.6103 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8885 -0.7736 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4989 -1.3839 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.5979 0.7568 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 3.1118 0.0603 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4466 -1.6677 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 2.5013 0.6706 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 12 1 0 0 0 0 2 14 1 0 0 0 0 3 5 1 0 0 0 0 3 11 1 0 0 0 0 4 6 1 0 0 0 0 4 11 1 0 0 0 0 5 18 1 0 0 0 0 6 18 1 0 0 0 0 7 8 1 0 0 0 0 7 20 1 0 0 0 0 8 21 1 0 0 0 0 9 12 2 0 0 0 0 9 15 1 0 0 0 0 10 13 1 0 0 0 0 10 18 1 0 0 0 0 11 13 1 0 0 0 0 12 16 1 0 0 0 0 13 17 1 1 0 0 0 14 15 2 0 0 0 0 14 20 1 0 0 0 0 15 21 1 0 0 0 0 16 17 2 3 0 0 0 16 19 1 0 0 0 0 19 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014162
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	288.15
ALogP	-1.3632
MLogP	2.67
XLogP	1.627
HDA	3
HBD	1
Rotatable Bonds	3
TPSA	54.29
RO5 Violation	0