NPASS drugs

Drug Information

Drug ID:	NPD1401
Drug Name:
Molecular Formula:	C14H21ClN2O2
Canonical SMILES:	COCCCC/C(=N/OCCN)/c1ccc(cc1)Cl
Standard InCHI:	InChI=1S/C14H21ClN2O2/c1-18-10-3-2-4-14(17-19-11-9-16)12-5-7-13(15)8-6-12/h5-8H,2-4,9-11,16H2,1H3/b17-14-
Standard InCHIKey:	XXPVSQRPGBUFKM-VKAVYKQESA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1401

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	92
0.1-0.2	914
0.2-0.3	6796
0.3-0.4	15306
0.4-0.5	6720
0.5-0.6	962
0.6-0.7	99
0.7-0.8	1
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	0.7321	NPC471310
Remote Similarity	0.6891	NPC313981
Remote Similarity	0.6864	NPC77294
Remote Similarity	0.6803	NPC471318
Remote Similarity	0.6752	NPC474559
Remote Similarity	0.6696	NPC161972
Remote Similarity	0.6696	NPC58674
Remote Similarity	0.6696	NPC303045
Remote Similarity	0.6695	NPC327481
Remote Similarity	0.6667	NPC471638
Remote Similarity	0.6637	NPC25565
Remote Similarity	0.6635	NPC192623
Remote Similarity	0.6635	NPC309279
Remote Similarity	0.6579	NPC473501
Remote Similarity	0.6579	NPC475439
Remote Similarity	0.6577	NPC245259
Remote Similarity	0.6577	NPC226438
Remote Similarity	0.6525	NPC88267
Remote Similarity	0.6525	NPC194390
Remote Similarity	0.6525	NPC224610
Remote Similarity	0.6525	NPC113326
Remote Similarity	0.6518	NPC265521
Remote Similarity	0.6486	NPC172128
Remote Similarity	0.648	NPC197470
Remote Similarity	0.6455	NPC325441
Remote Similarity	0.6455	NPC12429
Remote Similarity	0.6435	NPC311242
Remote Similarity	0.6429	NPC2265
Remote Similarity	0.6396	NPC470877
Remote Similarity	0.6379	NPC108606
Remote Similarity	0.6379	NPC290515
Remote Similarity	0.6379	NPC226096
Remote Similarity	0.6379	NPC164514
Remote Similarity	0.6379	NPC303611
Remote Similarity	0.6372	NPC323164
Remote Similarity	0.6371	NPC474584
Remote Similarity	0.6341	NPC319579
Remote Similarity	0.6339	NPC141139
Remote Similarity	0.6339	NPC121872
Remote Similarity	0.6339	NPC316108
Remote Similarity	0.6339	NPC471307
Remote Similarity	0.6339	NPC74936
Remote Similarity	0.6339	NPC258627
Remote Similarity	0.6339	NPC78041
Remote Similarity	0.6339	NPC159178
Remote Similarity	0.6339	NPC209764
Remote Similarity	0.6333	NPC211551
Remote Similarity	0.633	NPC3210
Remote Similarity	0.6328	NPC314992
Remote Similarity	0.6303	NPC164859
Remote Similarity	0.6293	NPC33168
Remote Similarity	0.629	NPC329011
Remote Similarity	0.6261	NPC20142
Remote Similarity	0.6261	NPC215351
Remote Similarity	0.6231	NPC317564
Remote Similarity	0.6216	NPC198747
Remote Similarity	0.6214	NPC122327
Remote Similarity	0.6214	NPC112609
Remote Similarity	0.6214	NPC113000
Remote Similarity	0.6204	NPC14326
Remote Similarity	0.619	NPC290638
Remote Similarity	0.6176	NPC121708
Remote Similarity	0.6176	NPC125144
Remote Similarity	0.6174	NPC471309
Remote Similarity	0.6154	NPC324569
Remote Similarity	0.6154	NPC10781
Remote Similarity	0.6154	NPC276699
Remote Similarity	0.6154	NPC122493
Remote Similarity	0.6154	NPC293628
Remote Similarity	0.6147	NPC146703
Remote Similarity	0.6116	NPC147000
Remote Similarity	0.6116	NPC150254
Remote Similarity	0.6116	NPC226778
Remote Similarity	0.6116	NPC304761
Remote Similarity	0.609	NPC35996
Remote Similarity	0.6083	NPC318154
Remote Similarity	0.6083	NPC327226
Remote Similarity	0.608	NPC323007
Remote Similarity	0.6078	NPC229235
Remote Similarity	0.6077	NPC310467
Remote Similarity	0.6075	NPC170484
Remote Similarity	0.6068	NPC3371
Remote Similarity	0.6055	NPC103387
Remote Similarity	0.6055	NPC323103
Remote Similarity	0.605	NPC12730
Remote Similarity	0.6048	NPC182549
Remote Similarity	0.6048	NPC114741
Remote Similarity	0.6038	NPC98269
Remote Similarity	0.6038	NPC325662
Remote Similarity	0.6036	NPC475710
Remote Similarity	0.6031	NPC283760
Remote Similarity	0.6019	NPC208302
Remote Similarity	0.6019	NPC121800
Remote Similarity	0.6016	NPC113099
Remote Similarity	0.6	NPC469457
Remote Similarity	0.6	NPC316797
Remote Similarity	0.6	NPC24777
Remote Similarity	0.6	NPC169328
Remote Similarity	0.6	NPC270507
Remote Similarity	0.6	NPC119677
Remote Similarity	0.5984	NPC275467
Remote Similarity	0.5981	NPC224544
Remote Similarity	0.5954	NPC237420
Remote Similarity	0.5943	NPC139658
Remote Similarity	0.594	NPC71684
Remote Similarity	0.5935	NPC67043
Remote Similarity	0.5929	NPC473031
Remote Similarity	0.592	NPC309982
Remote Similarity	0.5909	NPC121478
Remote Similarity	0.5909	NPC73637
Remote Similarity	0.5905	NPC108218
Remote Similarity	0.5902	NPC471317
Remote Similarity	0.5882	NPC325499
Remote Similarity	0.5882	NPC474479
Remote Similarity	0.5882	NPC4974
Remote Similarity	0.5873	NPC470127
Remote Similarity	0.5872	NPC184030
Remote Similarity	0.5872	NPC164449
Remote Similarity	0.5868	NPC228400
Remote Similarity	0.5868	NPC214200
Remote Similarity	0.5865	NPC478015
Remote Similarity	0.5865	NPC478014
Remote Similarity	0.5865	NPC477061
Remote Similarity	0.5865	NPC45777
Remote Similarity	0.5865	NPC80150
Remote Similarity	0.5865	NPC190663
Remote Similarity	0.5865	NPC478016
Remote Similarity	0.5859	NPC273814
Remote Similarity	0.5849	NPC189371
Remote Similarity	0.5846	NPC101139
Remote Similarity	0.5846	NPC188010
Remote Similarity	0.5841	NPC203076
Remote Similarity	0.5833	NPC320656
Remote Similarity	0.5833	NPC322598
Remote Similarity	0.5833	NPC107619
Remote Similarity	0.5826	NPC231591
Remote Similarity	0.5816	NPC307123
Remote Similarity	0.5816	NPC247018
Remote Similarity	0.5816	NPC97870
Remote Similarity	0.5814	NPC474544
Remote Similarity	0.5814	NPC26524
Remote Similarity	0.5814	NPC1986
Remote Similarity	0.5814	NPC35850
Remote Similarity	0.5814	NPC276949
Remote Similarity	0.5804	NPC304538
Remote Similarity	0.5804	NPC133162
Remote Similarity	0.5794	NPC97811
Remote Similarity	0.5778	NPC160493
Remote Similarity	0.5775	NPC313352
Remote Similarity	0.5772	NPC202613
Remote Similarity	0.5769	NPC118202
Remote Similarity	0.5769	NPC33742
Remote Similarity	0.5766	NPC106313
Remote Similarity	0.5752	NPC294134
Remote Similarity	0.5752	NPC99482
Remote Similarity	0.5748	NPC145638
Remote Similarity	0.5748	NPC290566
Remote Similarity	0.5746	NPC476990
Remote Similarity	0.5746	NPC476183
Remote Similarity	0.5745	NPC48909
Remote Similarity	0.5727	NPC328178
Remote Similarity	0.5725	NPC477937
Remote Similarity	0.5725	NPC317254
Remote Similarity	0.5714	NPC477770
Remote Similarity	0.5714	NPC186469
Remote Similarity	0.5714	NPC288903
Remote Similarity	0.5704	NPC476184
Remote Similarity	0.5704	NPC202521
Remote Similarity	0.5704	NPC273830
Remote Similarity	0.5704	NPC476281
Remote Similarity	0.5703	NPC474149
Remote Similarity	0.5693	NPC222466
Remote Similarity	0.569	NPC1793
Remote Similarity	0.5685	NPC469426
Remote Similarity	0.5685	NPC469427
Remote Similarity	0.5682	NPC470544
Remote Similarity	0.568	NPC42383
Remote Similarity	0.5664	NPC95429
Remote Similarity	0.5662	NPC252878
Remote Similarity	0.5659	NPC166837
Remote Similarity	0.5659	NPC21890
Remote Similarity	0.5659	NPC275410
Remote Similarity	0.5652	NPC101719
Remote Similarity	0.5639	NPC470545
Remote Similarity	0.5639	NPC254088
Remote Similarity	0.5635	NPC473498
Remote Similarity	0.5635	NPC231705
Remote Similarity	0.563	NPC291070
Remote Similarity	0.563	NPC476483
Remote Similarity	0.563	NPC23453
Remote Similarity	0.563	NPC474974
Remote Similarity	0.563	NPC246757
Remote Similarity	0.563	NPC7067
Remote Similarity	0.563	NPC469330
Remote Similarity	0.5625	NPC99394
Remote Similarity	0.5625	NPC103326
Remote Similarity	0.5625	NPC283012
Remote Similarity	0.5625	NPC158854
Remote Similarity	0.5625	NPC329319
Remote Similarity	0.5625	NPC314835

Drug Structure

NPD1401 OpenBabel08211700192D 21 21 0 0 0 0 0 0 0 0999 V2000 -4.3301 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 3 10 1 0 0 0 0 4 14 1 0 0 0 0 5 7 1 0 0 0 0 5 12 2 0 0 0 0 6 8 2 0 0 0 0 6 12 1 0 0 0 0 7 13 2 0 0 0 0 8 13 1 0 0 0 0 9 11 1 0 0 0 0 9 16 1 0 0 0 0 10 18 1 0 0 0 0 11 19 1 0 0 0 0 12 14 1 0 0 0 0 13 15 1 0 0 0 0 14 17 2 0 0 0 0 16 20 1 0 0 0 0 16 21 1 0 0 0 0 17 19 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010208
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	284.13
ALogP	-0.8235
MLogP	2.45
XLogP	2.812
HDA	2
HBD	1
Rotatable Bonds	12
TPSA	56.84
RO5 Violation	0