NPASS drugs

Drug Information

Drug ID:	NPD4988
Drug Name:	PA-342
Molecular Formula:	C22H23N3O2
Canonical SMILES:	CCCCCCCCc1ccc2c(c1)C(=O)c1n2c(=O)c2c(n1)ccnc2
Standard InCHI:	InChI=1S/C22H23N3O2/c1-2-3-4-5-6-7-8-15-9-10-19-16(13-15)20(26)21-24-18-11-12-23-14-17(18)22(27)25(19)21/h9-14H,2-8H2,1H3
Standard InCHIKey:	UPUHAJIQCIVFBJ-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4988

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	406
0.1-0.2	2968
0.2-0.3	11616
0.3-0.4	11519
0.4-0.5	1751
0.5-0.6	1467
0.6-0.7	1028
0.7-0.8	133
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	0.8192	NPC469529
Intermediate Similarity	0.8111	NPC73994
Intermediate Similarity	0.7978	NPC477003
Intermediate Similarity	0.7966	NPC70949
Intermediate Similarity	0.7901	NPC157583
Intermediate Similarity	0.7901	NPC83774
Intermediate Similarity	0.788	NPC21429
Intermediate Similarity	0.7814	NPC61011
Intermediate Similarity	0.7809	NPC114637
Intermediate Similarity	0.7725	NPC476460
Intermediate Similarity	0.7725	NPC207554
Intermediate Similarity	0.7708	NPC167710
Intermediate Similarity	0.7688	NPC46895
Intermediate Similarity	0.7665	NPC83214
Intermediate Similarity	0.7653	NPC317701
Intermediate Similarity	0.7647	NPC133003
Intermediate Similarity	0.7644	NPC470679
Intermediate Similarity	0.7644	NPC217021
Intermediate Similarity	0.7619	NPC255909
Intermediate Similarity	0.7612	NPC471194
Intermediate Similarity	0.7612	NPC471193
Intermediate Similarity	0.7612	NPC6865
Intermediate Similarity	0.7612	NPC153980
Intermediate Similarity	0.7609	NPC284775
Intermediate Similarity	0.7609	NPC237188
Intermediate Similarity	0.7598	NPC478182
Intermediate Similarity	0.7598	NPC265100
Intermediate Similarity	0.7592	NPC216550
Intermediate Similarity	0.7581	NPC191415
Intermediate Similarity	0.7562	NPC72956
Intermediate Similarity	0.7543	NPC70406
Intermediate Similarity	0.7542	NPC242116
Intermediate Similarity	0.7538	NPC81535
Intermediate Similarity	0.7528	NPC80681
Intermediate Similarity	0.7527	NPC471943
Intermediate Similarity	0.7525	NPC88115
Intermediate Similarity	0.7513	NPC106757
Intermediate Similarity	0.75	NPC281094
Intermediate Similarity	0.7487	NPC324091
Intermediate Similarity	0.7485	NPC300299
Intermediate Similarity	0.7471	NPC105811
Intermediate Similarity	0.7461	NPC304203
Intermediate Similarity	0.7457	NPC467188
Intermediate Similarity	0.7456	NPC65408
Intermediate Similarity	0.7449	NPC477004
Intermediate Similarity	0.7435	NPC103119
Intermediate Similarity	0.7433	NPC88110
Intermediate Similarity	0.743	NPC293487
Intermediate Similarity	0.7415	NPC471192
Intermediate Similarity	0.7403	NPC478184
Intermediate Similarity	0.7401	NPC251391
Intermediate Similarity	0.7401	NPC295021
Intermediate Similarity	0.7389	NPC470680
Intermediate Similarity	0.7389	NPC100104
Intermediate Similarity	0.7386	NPC473878
Intermediate Similarity	0.7385	NPC128244
Intermediate Similarity	0.7371	NPC326422
Intermediate Similarity	0.7371	NPC100726
Intermediate Similarity	0.7368	NPC471574
Intermediate Similarity	0.7351	NPC252572
Intermediate Similarity	0.7345	NPC472260
Intermediate Similarity	0.733	NPC17273
Intermediate Similarity	0.733	NPC135601
Intermediate Similarity	0.733	NPC141612
Intermediate Similarity	0.7323	NPC121327
Intermediate Similarity	0.7322	NPC56233
Intermediate Similarity	0.7322	NPC478183
Intermediate Similarity	0.7305	NPC207428
Intermediate Similarity	0.7288	NPC313889
Intermediate Similarity	0.7287	NPC11126
Intermediate Similarity	0.7287	NPC248462
Intermediate Similarity	0.7273	NPC151635
Intermediate Similarity	0.7268	NPC115232
Intermediate Similarity	0.7267	NPC2823
Intermediate Similarity	0.7263	NPC209362
Intermediate Similarity	0.7263	NPC102755
Intermediate Similarity	0.7253	NPC478185
Intermediate Similarity	0.725	NPC143977
Intermediate Similarity	0.7243	NPC32534
Intermediate Similarity	0.7241	NPC116555
Intermediate Similarity	0.7241	NPC136002
Intermediate Similarity	0.7238	NPC474492
Intermediate Similarity	0.7232	NPC123906
Intermediate Similarity	0.7225	NPC467063
Intermediate Similarity	0.7225	NPC228835
Intermediate Similarity	0.7204	NPC262338
Intermediate Similarity	0.7196	NPC12649
Intermediate Similarity	0.7174	NPC42372
Intermediate Similarity	0.7167	NPC229055
Intermediate Similarity	0.7164	NPC328596
Intermediate Similarity	0.7164	NPC328318
Intermediate Similarity	0.7158	NPC16659
Intermediate Similarity	0.7158	NPC477042
Intermediate Similarity	0.7151	NPC91895
Intermediate Similarity	0.7151	NPC65080
Intermediate Similarity	0.7143	NPC47190
Intermediate Similarity	0.7136	NPC34837
Intermediate Similarity	0.7129	NPC267811
Intermediate Similarity	0.7128	NPC293216
Intermediate Similarity	0.7127	NPC74357
Intermediate Similarity	0.7126	NPC238499
Intermediate Similarity	0.7121	NPC79356
Intermediate Similarity	0.7121	NPC472116
Intermediate Similarity	0.7121	NPC102592
Intermediate Similarity	0.7105	NPC265710
Intermediate Similarity	0.7101	NPC470702
Intermediate Similarity	0.7101	NPC473218
Intermediate Similarity	0.71	NPC237414
Intermediate Similarity	0.7098	NPC476341
Intermediate Similarity	0.7098	NPC308931
Intermediate Similarity	0.7098	NPC99939
Intermediate Similarity	0.7095	NPC471655
Intermediate Similarity	0.7094	NPC327592
Intermediate Similarity	0.7092	NPC117244
Intermediate Similarity	0.7092	NPC473763
Intermediate Similarity	0.7088	NPC213914
Intermediate Similarity	0.7083	NPC159125
Intermediate Similarity	0.7081	NPC233380
Intermediate Similarity	0.7077	NPC473666
Intermediate Similarity	0.7074	NPC161861
Intermediate Similarity	0.7071	NPC202812
Intermediate Similarity	0.7068	NPC24864
Intermediate Similarity	0.7068	NPC182940
Intermediate Similarity	0.7067	NPC470703
Intermediate Similarity	0.7065	NPC194881
Intermediate Similarity	0.7059	NPC471191
Intermediate Similarity	0.7059	NPC317373
Intermediate Similarity	0.7056	NPC117032
Intermediate Similarity	0.7052	NPC314102
Intermediate Similarity	0.7052	NPC251722
Intermediate Similarity	0.705	NPC474916
Intermediate Similarity	0.7047	NPC285923
Intermediate Similarity	0.7041	NPC268966
Intermediate Similarity	0.7035	NPC472293
Intermediate Similarity	0.7026	NPC17059
Remote Similarity	0.6995	NPC470205
Remote Similarity	0.6979	NPC79777
Remote Similarity	0.697	NPC472292
Remote Similarity	0.6966	NPC324445
Remote Similarity	0.6963	NPC240088
Remote Similarity	0.6963	NPC64436
Remote Similarity	0.6963	NPC473380
Remote Similarity	0.6946	NPC471944
Remote Similarity	0.6944	NPC102664
Remote Similarity	0.6943	NPC470677
Remote Similarity	0.694	NPC51054
Remote Similarity	0.6935	NPC271797
Remote Similarity	0.6935	NPC21174
Remote Similarity	0.6931	NPC472297
Remote Similarity	0.6931	NPC6982
Remote Similarity	0.6931	NPC472296
Remote Similarity	0.6927	NPC478186
Remote Similarity	0.6923	NPC282103
Remote Similarity	0.6919	NPC177996
Remote Similarity	0.6919	NPC147983
Remote Similarity	0.6915	NPC473814
Remote Similarity	0.6915	NPC78767
Remote Similarity	0.6911	NPC475607
Remote Similarity	0.69	NPC294693
Remote Similarity	0.69	NPC93390
Remote Similarity	0.6893	NPC277157
Remote Similarity	0.6891	NPC234403
Remote Similarity	0.6888	NPC118084
Remote Similarity	0.6884	NPC272458
Remote Similarity	0.6882	NPC471589
Remote Similarity	0.6875	NPC474081
Remote Similarity	0.6875	NPC145885
Remote Similarity	0.6875	NPC14325
Remote Similarity	0.6875	NPC84827
Remote Similarity	0.6875	NPC28848
Remote Similarity	0.6875	NPC14113
Remote Similarity	0.6872	NPC258480
Remote Similarity	0.6869	NPC154339
Remote Similarity	0.686	NPC101165
Remote Similarity	0.686	NPC243850
Remote Similarity	0.6859	NPC475594
Remote Similarity	0.6857	NPC318299
Remote Similarity	0.685	NPC472295
Remote Similarity	0.685	NPC472210
Remote Similarity	0.685	NPC269886
Remote Similarity	0.685	NPC267343
Remote Similarity	0.685	NPC247735
Remote Similarity	0.685	NPC81802
Remote Similarity	0.6845	NPC472259
Remote Similarity	0.6845	NPC274981
Remote Similarity	0.6829	NPC57398
Remote Similarity	0.6825	NPC317752
Remote Similarity	0.6821	NPC117027
Remote Similarity	0.6813	NPC40070
Remote Similarity	0.6811	NPC76982
Remote Similarity	0.6809	NPC71132
Remote Similarity	0.6809	NPC471130
Remote Similarity	0.6806	NPC220851
Remote Similarity	0.6804	NPC314281
Remote Similarity	0.6804	NPC40530
Remote Similarity	0.6802	NPC94752
Remote Similarity	0.6791	NPC214106
Remote Similarity	0.6791	NPC88970
Remote Similarity	0.6788	NPC234987
Remote Similarity	0.6786	NPC470003

Drug Structure

NPD4988 OpenBabel08211706322D 27 30 0 0 0 0 0 0 0 0999 V2000 -9.8124 3.4209 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.8435 3.5226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2710 2.7343 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3021 2.8360 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7295 2.0477 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7606 2.1494 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1881 1.3611 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2192 1.4628 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3758 0.0007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5322 -0.4867 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5324 1.4618 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3766 0.9742 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5318 1.4625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5320 -0.4879 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3756 0.9755 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6877 0.9752 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6879 -0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6881 0.9745 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6879 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8439 1.4622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0002 0.9748 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8441 -0.4873 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3764 -0.0007 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8445 1.4618 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 -0.8438 2.4622 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8440 -1.4873 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 3 4 1 0 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 7 8 1 0 0 0 0 8 15 1 0 0 0 0 9 10 2 0 0 0 0 9 15 1 0 0 0 0 10 19 1 0 0 0 0 11 12 1 0 0 0 0 11 18 2 0 0 0 0 12 23 2 0 0 0 0 13 15 2 0 0 0 0 13 16 1 0 0 0 0 14 17 2 0 0 0 0 14 23 1 0 0 0 0 16 19 2 0 0 0 0 16 20 1 0 0 0 0 17 18 1 0 0 0 0 17 22 1 0 0 0 0 18 24 1 0 0 0 0 19 25 1 0 0 0 0 20 21 1 0 0 0 0 20 26 2 0 0 0 0 21 24 2 0 0 0 0 21 25 1 0 0 0 0 22 25 1 0 0 0 0 22 27 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011324
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	361.18
ALogP	-2.4782
MLogP	3.33
XLogP	6.172
HDA	5
HBD	0
Rotatable Bonds	8
TPSA	62.63
RO5 Violation	1