NPASS drugs

Drug Information

Drug ID:	NPD4947
Drug Name:
Molecular Formula:	C22H22N2O
Canonical SMILES:	N#Cc1ccc(cc1)c1ccc2c(c1)cc(o2)CCN1CCC[C@H]1C
Standard InCHI:	InChI=1S/C22H22N2O/c1-16-3-2-11-24(16)12-10-21-14-20-13-19(8-9-22(20)25-21)18-6-4-17(15-23)5-7-18/h4-9,13-14,16H,2-3,10-12H2,1H3/t16-/m1/s1
Standard InCHIKey:	KFHYZKCRXNRKRC-MRXNPFEDSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4947

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	252
0.1-0.2	1310
0.2-0.3	3937
0.3-0.4	8514
0.4-0.5	3402
0.5-0.6	9841
0.6-0.7	3577
0.7-0.8	57
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	0.7568	NPC246214
Intermediate Similarity	0.7547	NPC62735
Intermediate Similarity	0.7516	NPC324117
Intermediate Similarity	0.75	NPC133817
Intermediate Similarity	0.75	NPC476443
Intermediate Similarity	0.7438	NPC233707
Intermediate Similarity	0.7421	NPC163029
Intermediate Similarity	0.7405	NPC209858
Intermediate Similarity	0.7278	NPC266425
Intermediate Similarity	0.7273	NPC290038
Intermediate Similarity	0.7244	NPC283079
Intermediate Similarity	0.7241	NPC469505
Intermediate Similarity	0.7219	NPC13282
Intermediate Similarity	0.7186	NPC214239
Intermediate Similarity	0.7179	NPC428300
Intermediate Similarity	0.717	NPC183103
Intermediate Similarity	0.7169	NPC17262
Intermediate Similarity	0.7161	NPC470858
Intermediate Similarity	0.7143	NPC469539
Intermediate Similarity	0.7143	NPC469540
Intermediate Similarity	0.7143	NPC141252
Intermediate Similarity	0.7143	NPC11799
Intermediate Similarity	0.7134	NPC50583
Intermediate Similarity	0.7127	NPC99723
Intermediate Similarity	0.7126	NPC469479
Intermediate Similarity	0.7108	NPC158871
Intermediate Similarity	0.7107	NPC279596
Intermediate Similarity	0.7101	NPC95526
Intermediate Similarity	0.7101	NPC135325
Intermediate Similarity	0.7083	NPC300267
Intermediate Similarity	0.7083	NPC210826
Intermediate Similarity	0.7083	NPC470019
Intermediate Similarity	0.7083	NPC51641
Intermediate Similarity	0.7066	NPC225884
Intermediate Similarity	0.7059	NPC472298
Intermediate Similarity	0.7056	NPC308267
Intermediate Similarity	0.7055	NPC186647
Intermediate Similarity	0.7045	NPC471651
Intermediate Similarity	0.7044	NPC282230
Intermediate Similarity	0.7044	NPC183348
Intermediate Similarity	0.7041	NPC130581
Intermediate Similarity	0.7041	NPC150215
Intermediate Similarity	0.7041	NPC12148
Intermediate Similarity	0.7039	NPC227683
Intermediate Similarity	0.7029	NPC153631
Intermediate Similarity	0.7025	NPC59502
Intermediate Similarity	0.7025	NPC125887
Intermediate Similarity	0.7024	NPC478166
Intermediate Similarity	0.7019	NPC470406
Intermediate Similarity	0.7018	NPC472406
Intermediate Similarity	0.7006	NPC474737
Intermediate Similarity	0.7	NPC15083
Intermediate Similarity	0.7	NPC470976
Intermediate Similarity	0.7	NPC272194
Intermediate Similarity	0.7	NPC196979
Intermediate Similarity	0.7	NPC470977
Intermediate Similarity	0.7	NPC301717
Remote Similarity	0.6994	NPC216149
Remote Similarity	0.6994	NPC208170
Remote Similarity	0.6981	NPC170546
Remote Similarity	0.6981	NPC66246
Remote Similarity	0.6978	NPC327005
Remote Similarity	0.6974	NPC206007
Remote Similarity	0.6971	NPC164110
Remote Similarity	0.6971	NPC212967
Remote Similarity	0.6971	NPC96342
Remote Similarity	0.6971	NPC246647
Remote Similarity	0.697	NPC112757
Remote Similarity	0.6964	NPC27798
Remote Similarity	0.6964	NPC308006
Remote Similarity	0.6964	NPC93241
Remote Similarity	0.6959	NPC221868
Remote Similarity	0.6959	NPC37208
Remote Similarity	0.6959	NPC296030
Remote Similarity	0.6959	NPC37226
Remote Similarity	0.6959	NPC39929
Remote Similarity	0.6959	NPC226644
Remote Similarity	0.6954	NPC3273
Remote Similarity	0.6944	NPC67978
Remote Similarity	0.6944	NPC303581
Remote Similarity	0.6943	NPC83301
Remote Similarity	0.6941	NPC198427
Remote Similarity	0.6937	NPC245395
Remote Similarity	0.6936	NPC10429
Remote Similarity	0.6936	NPC44606
Remote Similarity	0.6933	NPC106606
Remote Similarity	0.6932	NPC40583
Remote Similarity	0.6928	NPC137710
Remote Similarity	0.6923	NPC95075
Remote Similarity	0.6923	NPC253883
Remote Similarity	0.6923	NPC230943
Remote Similarity	0.6923	NPC90844
Remote Similarity	0.6919	NPC167576
Remote Similarity	0.6919	NPC230713
Remote Similarity	0.6919	NPC78335
Remote Similarity	0.6914	NPC180924
Remote Similarity	0.6914	NPC261484
Remote Similarity	0.6908	NPC469954
Remote Similarity	0.6905	NPC117674
Remote Similarity	0.6905	NPC469978
Remote Similarity	0.6899	NPC305717
Remote Similarity	0.6899	NPC237868
Remote Similarity	0.6899	NPC141059
Remote Similarity	0.6899	NPC474264
Remote Similarity	0.6898	NPC166979
Remote Similarity	0.6897	NPC213608
Remote Similarity	0.6897	NPC1477
Remote Similarity	0.6897	NPC235333
Remote Similarity	0.6894	NPC164295
Remote Similarity	0.6894	NPC239134
Remote Similarity	0.689	NPC471316
Remote Similarity	0.689	NPC307401
Remote Similarity	0.6886	NPC297322
Remote Similarity	0.6882	NPC281398
Remote Similarity	0.6879	NPC89630
Remote Similarity	0.6879	NPC170169
Remote Similarity	0.6879	NPC56332
Remote Similarity	0.6879	NPC149085
Remote Similarity	0.6875	NPC82733
Remote Similarity	0.6875	NPC76458
Remote Similarity	0.6875	NPC939
Remote Similarity	0.6871	NPC265793
Remote Similarity	0.6864	NPC302181
Remote Similarity	0.6864	NPC290404
Remote Similarity	0.686	NPC178202
Remote Similarity	0.6857	NPC148938
Remote Similarity	0.6857	NPC297531
Remote Similarity	0.6857	NPC213936
Remote Similarity	0.6848	NPC130976
Remote Similarity	0.6848	NPC29638
Remote Similarity	0.6845	NPC254010
Remote Similarity	0.6842	NPC219162
Remote Similarity	0.6839	NPC5871
Remote Similarity	0.6839	NPC60211
Remote Similarity	0.6839	NPC76079
Remote Similarity	0.6836	NPC471396
Remote Similarity	0.6836	NPC15764
Remote Similarity	0.6835	NPC2771
Remote Similarity	0.6833	NPC86469
Remote Similarity	0.6832	NPC475092
Remote Similarity	0.6826	NPC262635
Remote Similarity	0.6824	NPC223873
Remote Similarity	0.6821	NPC135303
Remote Similarity	0.6821	NPC148423
Remote Similarity	0.6818	NPC54243
Remote Similarity	0.6818	NPC160015
Remote Similarity	0.6818	NPC35744
Remote Similarity	0.6818	NPC247677
Remote Similarity	0.6818	NPC261090
Remote Similarity	0.6815	NPC178382
Remote Similarity	0.6807	NPC202260
Remote Similarity	0.6807	NPC265181
Remote Similarity	0.6805	NPC53192
Remote Similarity	0.6805	NPC313036
Remote Similarity	0.6805	NPC145304
Remote Similarity	0.6802	NPC306788
Remote Similarity	0.6802	NPC472839
Remote Similarity	0.6802	NPC127827
Remote Similarity	0.68	NPC472462
Remote Similarity	0.68	NPC72370
Remote Similarity	0.68	NPC122365
Remote Similarity	0.6798	NPC65784
Remote Similarity	0.6798	NPC139876
Remote Similarity	0.6791	NPC214629
Remote Similarity	0.679	NPC118419
Remote Similarity	0.6788	NPC64157
Remote Similarity	0.6788	NPC278832
Remote Similarity	0.6782	NPC23668
Remote Similarity	0.6782	NPC471649
Remote Similarity	0.6782	NPC193976
Remote Similarity	0.678	NPC268360
Remote Similarity	0.678	NPC123153
Remote Similarity	0.678	NPC296957
Remote Similarity	0.678	NPC260902
Remote Similarity	0.678	NPC65504
Remote Similarity	0.6778	NPC284842
Remote Similarity	0.6774	NPC321133
Remote Similarity	0.677	NPC473019
Remote Similarity	0.677	NPC57552
Remote Similarity	0.6766	NPC470407
Remote Similarity	0.6765	NPC189650
Remote Similarity	0.6765	NPC245522
Remote Similarity	0.6765	NPC114513
Remote Similarity	0.6765	NPC472836
Remote Similarity	0.6761	NPC268008
Remote Similarity	0.6761	NPC198490
Remote Similarity	0.676	NPC309335
Remote Similarity	0.676	NPC109238
Remote Similarity	0.676	NPC296540
Remote Similarity	0.676	NPC99968
Remote Similarity	0.6753	NPC32298
Remote Similarity	0.675	NPC37512
Remote Similarity	0.6748	NPC474340
Remote Similarity	0.6748	NPC470859
Remote Similarity	0.6746	NPC27220
Remote Similarity	0.6744	NPC470088
Remote Similarity	0.6743	NPC24232
Remote Similarity	0.6743	NPC27615
Remote Similarity	0.6743	NPC130015
Remote Similarity	0.6743	NPC142308

Drug Structure

NPD4947 OpenBabel08211706322D 25 28 0 0 1 0 0 0 0 0999 V2000 -3.3666 -0.0850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6266 2.1750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6266 1.1750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2812 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 3.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6756 2.4841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0878 1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1472 3.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6756 0.8660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.2812 2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0132 3.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.0878 1.6750 0.0000 N 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 3 1 0 0 0 0 2 11 1 0 0 0 0 3 16 1 0 0 0 0 4 6 1 0 0 0 0 4 17 2 0 0 0 0 5 7 2 0 0 0 0 5 17 1 0 0 0 0 6 18 2 0 0 0 0 7 18 1 0 0 0 0 8 9 2 0 0 0 0 8 19 1 0 0 0 0 9 22 1 0 0 0 0 10 12 1 0 0 0 0 10 21 1 0 0 0 0 11 24 1 0 0 0 0 12 24 1 0 0 0 0 13 19 2 0 0 0 0 13 20 1 0 0 0 0 14 20 1 0 0 0 0 14 21 2 0 0 0 0 15 17 1 0 0 0 0 15 23 3 0 0 0 0 16 1 1 6 0 0 0 16 24 1 0 0 0 0 18 19 1 0 0 0 0 20 22 2 0 0 0 0 21 25 1 0 0 0 0 22 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000028
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9818903
ChEBI
CAS Number

Drug Properties

Molecular Weight	330.17
ALogP	-0.9461
MLogP	3.55
XLogP	5.842
HDA	2
HBD	0
Rotatable Bonds	5
TPSA	40.17
RO5 Violation	1