NPASS drugs

Drug Information

Drug ID:	NPD4873
Drug Name:	PfENR inhibitors, Jacobus
Molecular Formula:	C22H19Cl2NO3
Canonical SMILES:	Clc1ccc(c(c1)CNCc1ccc2c(c1)CCO2)Oc1ccc(cc1O)Cl
Standard InCHI:	InChI=1S/C22H19Cl2NO3/c23-17-2-5-21(28-22-6-3-18(24)11-19(22)26)16(10-17)13-25-12-14-1-4-20-15(9-14)7-8-27-20/h1-6,9-11,25-26H,7-8,12-13H2
Standard InCHIKey:	HRRMGINFYKKNFQ-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4873

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	250
0.1-0.2	1442
0.2-0.3	6416
0.3-0.4	6802
0.4-0.5	4861
0.5-0.6	9036
0.6-0.7	1883
0.7-0.8	200
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	0.7765	NPC477564
Intermediate Similarity	0.7765	NPC2295
Intermediate Similarity	0.7571	NPC476573
Intermediate Similarity	0.7571	NPC35627
Intermediate Similarity	0.7571	NPC81247
Intermediate Similarity	0.7544	NPC277669
Intermediate Similarity	0.7544	NPC76213
Intermediate Similarity	0.7529	NPC103379
Intermediate Similarity	0.7529	NPC477565
Intermediate Similarity	0.75	NPC60186
Intermediate Similarity	0.7427	NPC60538
Intermediate Similarity	0.7427	NPC207824
Intermediate Similarity	0.7412	NPC476151
Intermediate Similarity	0.7403	NPC108434
Intermediate Similarity	0.7403	NPC475215
Intermediate Similarity	0.7371	NPC186063
Intermediate Similarity	0.7363	NPC66341
Intermediate Similarity	0.7363	NPC477020
Intermediate Similarity	0.7363	NPC192135
Intermediate Similarity	0.736	NPC124433
Intermediate Similarity	0.736	NPC293871
Intermediate Similarity	0.7348	NPC69712
Intermediate Similarity	0.7348	NPC477562
Intermediate Similarity	0.7348	NPC26240
Intermediate Similarity	0.7348	NPC152212
Intermediate Similarity	0.7345	NPC27410
Intermediate Similarity	0.7345	NPC18402
Intermediate Similarity	0.7345	NPC166014
Intermediate Similarity	0.7333	NPC210140
Intermediate Similarity	0.7314	NPC249797
Intermediate Similarity	0.7314	NPC54379
Intermediate Similarity	0.7314	NPC193949
Intermediate Similarity	0.7314	NPC295691
Intermediate Similarity	0.7314	NPC110416
Intermediate Similarity	0.7314	NPC278799
Intermediate Similarity	0.7314	NPC207757
Intermediate Similarity	0.7314	NPC39701
Intermediate Similarity	0.7314	NPC469817
Intermediate Similarity	0.7314	NPC127674
Intermediate Similarity	0.7314	NPC5238
Intermediate Similarity	0.7314	NPC2413
Intermediate Similarity	0.7314	NPC189266
Intermediate Similarity	0.7314	NPC276588
Intermediate Similarity	0.7314	NPC184026
Intermediate Similarity	0.7314	NPC204828
Intermediate Similarity	0.7314	NPC172765
Intermediate Similarity	0.731	NPC191376
Intermediate Similarity	0.731	NPC321505
Intermediate Similarity	0.731	NPC179825
Intermediate Similarity	0.7299	NPC26601
Intermediate Similarity	0.7273	NPC37205
Intermediate Similarity	0.7273	NPC160931
Intermediate Similarity	0.7273	NPC135772
Intermediate Similarity	0.7267	NPC246587
Intermediate Similarity	0.7267	NPC428
Intermediate Similarity	0.7267	NPC476571
Intermediate Similarity	0.7267	NPC147390
Intermediate Similarity	0.7267	NPC135538
Intermediate Similarity	0.7267	NPC24233
Intermediate Similarity	0.7258	NPC477561
Intermediate Similarity	0.7258	NPC476574
Intermediate Similarity	0.7258	NPC312918
Intermediate Similarity	0.7258	NPC155442
Intermediate Similarity	0.7232	NPC79328
Intermediate Similarity	0.7228	NPC477558
Intermediate Similarity	0.7222	NPC276944
Intermediate Similarity	0.7222	NPC134858
Intermediate Similarity	0.7222	NPC238530
Intermediate Similarity	0.7222	NPC232514
Intermediate Similarity	0.7211	NPC82457
Intermediate Similarity	0.7211	NPC175890
Intermediate Similarity	0.7211	NPC274661
Intermediate Similarity	0.7211	NPC11296
Intermediate Similarity	0.7211	NPC48490
Intermediate Similarity	0.7204	NPC474507
Intermediate Similarity	0.72	NPC82285
Intermediate Similarity	0.72	NPC133011
Intermediate Similarity	0.7198	NPC204908
Intermediate Similarity	0.7198	NPC83198
Intermediate Similarity	0.7193	NPC185838
Intermediate Similarity	0.7189	NPC148709
Intermediate Similarity	0.7189	NPC476577
Intermediate Similarity	0.7189	NPC173416
Intermediate Similarity	0.7186	NPC193528
Intermediate Similarity	0.7182	NPC317272
Intermediate Similarity	0.7182	NPC42549
Intermediate Similarity	0.7182	NPC124657
Intermediate Similarity	0.7182	NPC256012
Intermediate Similarity	0.7182	NPC268503
Intermediate Similarity	0.7182	NPC240841
Intermediate Similarity	0.7182	NPC250846
Intermediate Similarity	0.7175	NPC147091
Intermediate Similarity	0.7175	NPC170503
Intermediate Similarity	0.7175	NPC203784
Intermediate Similarity	0.7175	NPC126519
Intermediate Similarity	0.7173	NPC60295
Intermediate Similarity	0.7173	NPC191132
Intermediate Similarity	0.7167	NPC324144
Intermediate Similarity	0.7167	NPC233650
Intermediate Similarity	0.7143	NPC298979
Intermediate Similarity	0.7143	NPC158376
Intermediate Similarity	0.7143	NPC12053
Intermediate Similarity	0.7143	NPC474931
Intermediate Similarity	0.7143	NPC205421
Intermediate Similarity	0.7143	NPC306555
Intermediate Similarity	0.7143	NPC81218
Intermediate Similarity	0.7143	NPC145832
Intermediate Similarity	0.7143	NPC117188
Intermediate Similarity	0.7135	NPC78359
Intermediate Similarity	0.7135	NPC129603
Intermediate Similarity	0.7135	NPC315707
Intermediate Similarity	0.7135	NPC294249
Intermediate Similarity	0.7135	NPC148014
Intermediate Similarity	0.7135	NPC40389
Intermediate Similarity	0.7135	NPC65490
Intermediate Similarity	0.7127	NPC477563
Intermediate Similarity	0.7127	NPC96603
Intermediate Similarity	0.7127	NPC13504
Intermediate Similarity	0.7127	NPC78222
Intermediate Similarity	0.7127	NPC196447
Intermediate Similarity	0.7127	NPC306843
Intermediate Similarity	0.7127	NPC253043
Intermediate Similarity	0.7127	NPC212794
Intermediate Similarity	0.7127	NPC136508
Intermediate Similarity	0.7126	NPC219162
Intermediate Similarity	0.712	NPC206900
Intermediate Similarity	0.7098	NPC256124
Intermediate Similarity	0.7088	NPC195392
Intermediate Similarity	0.7088	NPC86144
Intermediate Similarity	0.7088	NPC304659
Intermediate Similarity	0.7086	NPC97221
Intermediate Similarity	0.7086	NPC192768
Intermediate Similarity	0.7086	NPC220858
Intermediate Similarity	0.7086	NPC151895
Intermediate Similarity	0.7086	NPC88249
Intermediate Similarity	0.7081	NPC232386
Intermediate Similarity	0.7081	NPC152680
Intermediate Similarity	0.7081	NPC190783
Intermediate Similarity	0.7079	NPC29647
Intermediate Similarity	0.7079	NPC56379
Intermediate Similarity	0.7072	NPC1229
Intermediate Similarity	0.7072	NPC189470
Intermediate Similarity	0.7068	NPC22115
Intermediate Similarity	0.7068	NPC275680
Intermediate Similarity	0.7068	NPC476576
Intermediate Similarity	0.7068	NPC186546
Intermediate Similarity	0.7059	NPC320223
Intermediate Similarity	0.7059	NPC114364
Intermediate Similarity	0.7056	NPC249274
Intermediate Similarity	0.7056	NPC205167
Intermediate Similarity	0.7055	NPC172403
Intermediate Similarity	0.7049	NPC150879
Intermediate Similarity	0.7045	NPC52475
Intermediate Similarity	0.7043	NPC199465
Intermediate Similarity	0.7043	NPC229166
Intermediate Similarity	0.7043	NPC128560
Intermediate Similarity	0.7037	NPC239824
Intermediate Similarity	0.7037	NPC217748
Intermediate Similarity	0.7037	NPC90998
Intermediate Similarity	0.7037	NPC182052
Intermediate Similarity	0.7037	NPC285931
Intermediate Similarity	0.7037	NPC7715
Intermediate Similarity	0.7037	NPC42663
Intermediate Similarity	0.7037	NPC290005
Intermediate Similarity	0.7037	NPC222661
Intermediate Similarity	0.7037	NPC54654
Intermediate Similarity	0.7037	NPC15414
Intermediate Similarity	0.7037	NPC311973
Intermediate Similarity	0.7037	NPC476575
Intermediate Similarity	0.7037	NPC271013
Intermediate Similarity	0.7037	NPC229373
Intermediate Similarity	0.7037	NPC49075
Intermediate Similarity	0.7037	NPC185639
Intermediate Similarity	0.7037	NPC290582
Intermediate Similarity	0.7037	NPC251735
Intermediate Similarity	0.7037	NPC223690
Intermediate Similarity	0.7037	NPC181796
Intermediate Similarity	0.7037	NPC8836
Intermediate Similarity	0.7037	NPC258657
Intermediate Similarity	0.7037	NPC275132
Intermediate Similarity	0.7037	NPC318965
Intermediate Similarity	0.7037	NPC279228
Intermediate Similarity	0.7037	NPC328155
Intermediate Similarity	0.7037	NPC104196
Intermediate Similarity	0.7033	NPC209377
Intermediate Similarity	0.7033	NPC4138
Intermediate Similarity	0.7033	NPC284183
Intermediate Similarity	0.7033	NPC121275
Intermediate Similarity	0.7024	NPC131204
Intermediate Similarity	0.7024	NPC301050
Intermediate Similarity	0.7022	NPC244112
Intermediate Similarity	0.7021	NPC32154
Intermediate Similarity	0.7011	NPC253883
Intermediate Similarity	0.7011	NPC90844
Intermediate Similarity	0.7011	NPC95075
Intermediate Similarity	0.7006	NPC18614
Intermediate Similarity	0.7	NPC254441
Intermediate Similarity	0.7	NPC111485
Intermediate Similarity	0.7	NPC167116
Intermediate Similarity	0.7	NPC274716

Drug Structure

NPD4873 OpenBabel08211706322D 30 33 0 0 0 0 0 0 0 0999 V2000 -1.6092 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8053 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3412 0.8309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9393 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3412 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4067 0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4752 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9393 -3.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0733 0.8309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3412 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2072 -3.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4752 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6092 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0733 -3.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8053 -3.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2072 1.3309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0733 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0733 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2072 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6713 -3.6691 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -4.2072 2.3309 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.3412 -3.1691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.9393 -0.6691 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 -4.2072 -1.6691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4752 -3.6691 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8053 -0.1691 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 2 0 0 0 0 1 14 1 0 0 0 0 2 5 1 0 0 0 0 2 17 2 0 0 0 0 3 6 2 0 0 0 0 3 18 1 0 0 0 0 4 20 1 0 0 0 0 5 21 2 0 0 0 0 6 22 1 0 0 0 0 7 8 1 0 0 0 0 7 15 1 0 0 0 0 8 27 1 0 0 0 0 9 14 2 0 0 0 0 9 15 1 0 0 0 0 10 16 2 0 0 0 0 10 17 1 0 0 0 0 11 18 2 0 0 0 0 11 19 1 0 0 0 0 12 14 1 0 0 0 0 12 25 1 0 0 0 0 13 16 1 0 0 0 0 13 25 1 0 0 0 0 15 20 2 0 0 0 0 16 21 1 0 0 0 0 17 23 1 0 0 0 0 18 24 1 0 0 0 0 19 22 2 0 0 0 0 19 26 1 0 0 0 0 20 27 1 0 0 0 0 21 28 1 0 0 0 0 22 28 1 0 0 0 0 25 29 1 0 0 0 0 26 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003639
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	415.07
ALogP	0.5901
MLogP	3.22
XLogP	4.884
HDA	1
HBD	2
Rotatable Bonds	9
TPSA	50.72
RO5 Violation	0