NPASS drugs

Drug Information

Drug ID:	NPD3489
Drug Name:	Iclaprim
Molecular Formula:	C19H22N4O3
Canonical SMILES:	COc1cc(Cc2c[nH]c(=N)[nH]c2=N)c2c(c1OC)OC(C=C2)C1CC1
Standard InCHI:	InChI=1S/C19H22N4O3/c1-24-15-8-11(7-12-9-22-19(21)23-18(12)20)13-5-6-14(10-3-4-10)26-16(13)17(15)25-2/h5-6,8-10,14H,3-4,7H2,1-2H3,(H4,20,21,22,23)
Standard InCHIKey:	HWJPWWYTGBZDEG-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3489

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	251
0.1-0.2	1232
0.2-0.3	5757
0.3-0.4	7883
0.4-0.5	4613
0.5-0.6	8068
0.6-0.7	3057
0.7-0.8	29
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	0.744	NPC473934
Intermediate Similarity	0.7386	NPC247251
Intermediate Similarity	0.7384	NPC114124
Intermediate Similarity	0.7375	NPC262641
Intermediate Similarity	0.7371	NPC22014
Intermediate Similarity	0.7267	NPC13397
Intermediate Similarity	0.7243	NPC195538
Intermediate Similarity	0.7204	NPC476202
Intermediate Similarity	0.717	NPC105513
Intermediate Similarity	0.7151	NPC124433
Intermediate Similarity	0.7151	NPC293871
Intermediate Similarity	0.7143	NPC475557
Intermediate Similarity	0.7128	NPC249996
Intermediate Similarity	0.7126	NPC127402
Intermediate Similarity	0.7126	NPC474560
Intermediate Similarity	0.7099	NPC31707
Intermediate Similarity	0.7097	NPC475479
Intermediate Similarity	0.7097	NPC243454
Intermediate Similarity	0.7062	NPC190931
Intermediate Similarity	0.7059	NPC239584
Intermediate Similarity	0.7048	NPC474478
Intermediate Similarity	0.7044	NPC261661
Intermediate Similarity	0.7037	NPC291847
Intermediate Similarity	0.7022	NPC129603
Intermediate Similarity	0.7017	NPC180306
Intermediate Similarity	0.7012	NPC476570
Intermediate Similarity	0.7006	NPC107602
Intermediate Similarity	0.7	NPC179250
Intermediate Similarity	0.7	NPC50380
Remote Similarity	0.6979	NPC41122
Remote Similarity	0.6979	NPC318805
Remote Similarity	0.6975	NPC244364
Remote Similarity	0.6973	NPC228040
Remote Similarity	0.697	NPC141493
Remote Similarity	0.697	NPC184928
Remote Similarity	0.6966	NPC323443
Remote Similarity	0.6966	NPC180756
Remote Similarity	0.6964	NPC78047
Remote Similarity	0.694	NPC204947
Remote Similarity	0.6937	NPC298486
Remote Similarity	0.6937	NPC194626
Remote Similarity	0.6928	NPC475856
Remote Similarity	0.6927	NPC78359
Remote Similarity	0.6927	NPC315707
Remote Similarity	0.6927	NPC40389
Remote Similarity	0.6927	NPC65490
Remote Similarity	0.6927	NPC148014
Remote Similarity	0.6923	NPC296898
Remote Similarity	0.6923	NPC234318
Remote Similarity	0.6919	NPC317439
Remote Similarity	0.6919	NPC115284
Remote Similarity	0.6919	NPC10908
Remote Similarity	0.6919	NPC317145
Remote Similarity	0.6919	NPC276890
Remote Similarity	0.6919	NPC76682
Remote Similarity	0.6919	NPC227060
Remote Similarity	0.6919	NPC63646
Remote Similarity	0.6919	NPC198498
Remote Similarity	0.6918	NPC472596
Remote Similarity	0.6911	NPC474661
Remote Similarity	0.6911	NPC475919
Remote Similarity	0.6909	NPC476399
Remote Similarity	0.6907	NPC85381
Remote Similarity	0.6902	NPC204908
Remote Similarity	0.6902	NPC83198
Remote Similarity	0.6886	NPC168059
Remote Similarity	0.6886	NPC263064
Remote Similarity	0.6886	NPC229442
Remote Similarity	0.6885	NPC90984
Remote Similarity	0.6885	NPC68328
Remote Similarity	0.6882	NPC129518
Remote Similarity	0.6882	NPC471388
Remote Similarity	0.6882	NPC251580
Remote Similarity	0.6882	NPC12424
Remote Similarity	0.6882	NPC41376
Remote Similarity	0.6879	NPC473108
Remote Similarity	0.6875	NPC265473
Remote Similarity	0.6875	NPC276665
Remote Similarity	0.6871	NPC285725
Remote Similarity	0.6871	NPC112571
Remote Similarity	0.6871	NPC50683
Remote Similarity	0.6864	NPC234952
Remote Similarity	0.6864	NPC214036
Remote Similarity	0.6864	NPC113236
Remote Similarity	0.6864	NPC270456
Remote Similarity	0.6864	NPC173660
Remote Similarity	0.6864	NPC162659
Remote Similarity	0.6864	NPC248727
Remote Similarity	0.6864	NPC265433
Remote Similarity	0.6857	NPC37144
Remote Similarity	0.6857	NPC59907
Remote Similarity	0.6857	NPC471032
Remote Similarity	0.6857	NPC470935
Remote Similarity	0.6854	NPC292003
Remote Similarity	0.6848	NPC474227
Remote Similarity	0.6848	NPC469951
Remote Similarity	0.6848	NPC469963
Remote Similarity	0.6845	NPC317380
Remote Similarity	0.6845	NPC181905
Remote Similarity	0.6842	NPC184797
Remote Similarity	0.6842	NPC27495
Remote Similarity	0.6842	NPC309124
Remote Similarity	0.6839	NPC175890
Remote Similarity	0.6839	NPC11296
Remote Similarity	0.6839	NPC281581
Remote Similarity	0.6839	NPC274661
Remote Similarity	0.6839	NPC48490
Remote Similarity	0.6839	NPC82457
Remote Similarity	0.6836	NPC218575
Remote Similarity	0.6829	NPC471986
Remote Similarity	0.6829	NPC474119
Remote Similarity	0.6828	NPC254053
Remote Similarity	0.6826	NPC160692
Remote Similarity	0.6824	NPC477938
Remote Similarity	0.6816	NPC261388
Remote Similarity	0.6811	NPC182257
Remote Similarity	0.6809	NPC293093
Remote Similarity	0.6807	NPC237169
Remote Similarity	0.6807	NPC470624
Remote Similarity	0.6807	NPC91291
Remote Similarity	0.6807	NPC19242
Remote Similarity	0.6805	NPC121812
Remote Similarity	0.6805	NPC112939
Remote Similarity	0.6805	NPC327382
Remote Similarity	0.6805	NPC311430
Remote Similarity	0.6805	NPC470356
Remote Similarity	0.6805	NPC94750
Remote Similarity	0.6805	NPC474206
Remote Similarity	0.6805	NPC195022
Remote Similarity	0.6805	NPC112246
Remote Similarity	0.6805	NPC224941
Remote Similarity	0.6805	NPC61946
Remote Similarity	0.6804	NPC191132
Remote Similarity	0.6804	NPC60295
Remote Similarity	0.6802	NPC471389
Remote Similarity	0.68	NPC115144
Remote Similarity	0.68	NPC233980
Remote Similarity	0.68	NPC277857
Remote Similarity	0.6796	NPC329837
Remote Similarity	0.6793	NPC53146
Remote Similarity	0.6793	NPC188120
Remote Similarity	0.6793	NPC286790
Remote Similarity	0.6791	NPC152680
Remote Similarity	0.6791	NPC190783
Remote Similarity	0.6791	NPC474051
Remote Similarity	0.6791	NPC232386
Remote Similarity	0.6788	NPC82862
Remote Similarity	0.6788	NPC210674
Remote Similarity	0.6788	NPC207702
Remote Similarity	0.6788	NPC149008
Remote Similarity	0.6788	NPC222127
Remote Similarity	0.6788	NPC283114
Remote Similarity	0.6786	NPC475840
Remote Similarity	0.6784	NPC70682
Remote Similarity	0.6784	NPC25966
Remote Similarity	0.6784	NPC236306
Remote Similarity	0.6784	NPC32630
Remote Similarity	0.6784	NPC292882
Remote Similarity	0.6784	NPC473739
Remote Similarity	0.6784	NPC260741
Remote Similarity	0.6784	NPC127218
Remote Similarity	0.6784	NPC232164
Remote Similarity	0.6784	NPC319647
Remote Similarity	0.6784	NPC245207
Remote Similarity	0.6782	NPC50250
Remote Similarity	0.6782	NPC5462
Remote Similarity	0.6774	NPC75958
Remote Similarity	0.677	NPC477886
Remote Similarity	0.6768	NPC186845
Remote Similarity	0.6768	NPC88297
Remote Similarity	0.6768	NPC9891
Remote Similarity	0.6766	NPC118419
Remote Similarity	0.6766	NPC149337
Remote Similarity	0.6766	NPC471983
Remote Similarity	0.6766	NPC469907
Remote Similarity	0.6766	NPC474238
Remote Similarity	0.6765	NPC231163
Remote Similarity	0.6765	NPC230734
Remote Similarity	0.6765	NPC306441
Remote Similarity	0.6765	NPC318591
Remote Similarity	0.6765	NPC474639
Remote Similarity	0.6765	NPC16435
Remote Similarity	0.6765	NPC227503
Remote Similarity	0.6765	NPC253429
Remote Similarity	0.6763	NPC2613
Remote Similarity	0.6763	NPC80326
Remote Similarity	0.6763	NPC59841
Remote Similarity	0.6763	NPC475891
Remote Similarity	0.6763	NPC204347
Remote Similarity	0.6763	NPC107161
Remote Similarity	0.676	NPC108957
Remote Similarity	0.676	NPC226941
Remote Similarity	0.676	NPC14005
Remote Similarity	0.6758	NPC18402
Remote Similarity	0.6755	NPC329969
Remote Similarity	0.6751	NPC281629
Remote Similarity	0.6747	NPC210623
Remote Similarity	0.6747	NPC470258
Remote Similarity	0.6747	NPC3439
Remote Similarity	0.6747	NPC202582

Drug Structure

NPD3489 OpenBabel08211703112D 30 33 0 0 1 0 0 0 0 0999 V2000 -1.7321 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6962 0.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 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 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 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 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 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 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 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 -2.5981 5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 24 1 0 0 0 0 2 25 1 0 0 0 0 3 4 1 0 0 0 0 3 10 1 0 0 0 0 4 10 1 0 0 0 0 5 6 2 0 0 0 0 5 13 1 0 0 0 0 6 14 1 0 0 0 0 7 11 1 0 0 0 0 7 12 1 0 0 0 0 8 11 2 0 0 0 0 8 15 1 0 0 0 0 9 12 2 0 0 0 0 9 22 1 0 0 0 0 10 14 1 0 0 0 0 11 13 1 0 0 0 0 12 18 1 0 0 0 0 13 16 2 0 0 0 0 14 26 1 0 0 0 0 15 17 2 0 0 0 0 15 24 1 0 0 0 0 16 17 1 0 0 0 0 16 26 1 0 0 0 0 17 25 1 0 0 0 0 18 20 2 0 0 0 0 18 23 1 0 0 0 0 19 21 2 0 0 0 0 19 22 1 0 0 0 0 19 23 1 0 0 0 0 20 27 1 0 0 0 0 21 28 1 0 0 0 0 22 29 1 0 0 0 0 23 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000840
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	213043
ChEBI
CAS Number

Drug Properties

Molecular Weight	354.17
ALogP	0.1374
MLogP	2.78
XLogP	3.259
HDA	4
HBD	4
Rotatable Bonds	7
TPSA	99.45
RO5 Violation	0