NPASS drugs

Drug Information

Drug ID:	NPD475
Drug Name:	Ladarixin
Molecular Formula:	C11H12F3NO6S2
Canonical SMILES:	C[C@@H](C(=NS(=O)(=O)C)O)c1ccc(cc1)OS(=O)(=O)C(F)(F)F
Standard InCHI:	InChI=1S/C11H12F3NO6S2/c1-7(10(16)15-22(2,17)18)8-3-5-9(6-4-8)21-23(19,20)11(12,13)14/h3-7H,1-2H3,(H,15,16)/t7-/m1/s1
Standard InCHIKey:	DDLPYOCJHQSVSZ-SSDOTTSWSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD475

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	103
0.1-0.2	1198
0.2-0.3	3803
0.3-0.4	10130
0.4-0.5	7088
0.5-0.6	7243
0.6-0.7	1232
0.7-0.8	93
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	0.7909	NPC107619
Intermediate Similarity	0.7778	NPC304541
Intermediate Similarity	0.7627	NPC474149
Intermediate Similarity	0.7593	NPC258219
Intermediate Similarity	0.7478	NPC178902
Intermediate Similarity	0.7477	NPC27323
Intermediate Similarity	0.7477	NPC316301
Intermediate Similarity	0.7455	NPC155908
Intermediate Similarity	0.7436	NPC231705
Intermediate Similarity	0.7434	NPC77492
Intermediate Similarity	0.7431	NPC242240
Intermediate Similarity	0.7431	NPC318325
Intermediate Similarity	0.7431	NPC123273
Intermediate Similarity	0.7411	NPC8392
Intermediate Similarity	0.7407	NPC23167
Intermediate Similarity	0.7395	NPC258056
Intermediate Similarity	0.7368	NPC92730
Intermediate Similarity	0.7345	NPC473388
Intermediate Similarity	0.7345	NPC82664
Intermediate Similarity	0.7345	NPC132271
Intermediate Similarity	0.7345	NPC292730
Intermediate Similarity	0.7345	NPC216520
Intermediate Similarity	0.7339	NPC25493
Intermediate Similarity	0.7339	NPC113460
Intermediate Similarity	0.7317	NPC317254
Intermediate Similarity	0.7315	NPC197783
Intermediate Similarity	0.7297	NPC45040
Intermediate Similarity	0.7281	NPC225464
Intermediate Similarity	0.7273	NPC280347
Intermediate Similarity	0.7273	NPC177420
Intermediate Similarity	0.7257	NPC26244
Intermediate Similarity	0.7257	NPC274678
Intermediate Similarity	0.7236	NPC118202
Intermediate Similarity	0.7232	NPC55903
Intermediate Similarity	0.7232	NPC138117
Intermediate Similarity	0.7232	NPC325292
Intermediate Similarity	0.7227	NPC142297
Intermediate Similarity	0.7222	NPC175313
Intermediate Similarity	0.7222	NPC248817
Intermediate Similarity	0.7217	NPC122005
Intermediate Similarity	0.7217	NPC252821
Intermediate Similarity	0.7207	NPC300017
Intermediate Similarity	0.7207	NPC55561
Intermediate Similarity	0.7193	NPC259512
Intermediate Similarity	0.7193	NPC312132
Intermediate Similarity	0.7182	NPC27974
Intermediate Similarity	0.7168	NPC128062
Intermediate Similarity	0.7168	NPC151715
Intermediate Similarity	0.7168	NPC152415
Intermediate Similarity	0.7167	NPC153690
Intermediate Similarity	0.7155	NPC72729
Intermediate Similarity	0.7155	NPC225506
Intermediate Similarity	0.7154	NPC309808
Intermediate Similarity	0.7143	NPC306074
Intermediate Similarity	0.7143	NPC204210
Intermediate Similarity	0.713	NPC6597
Intermediate Similarity	0.713	NPC265146
Intermediate Similarity	0.713	NPC124436
Intermediate Similarity	0.713	NPC79241
Intermediate Similarity	0.7119	NPC120719
Intermediate Similarity	0.7107	NPC228343
Intermediate Similarity	0.7107	NPC254833
Intermediate Similarity	0.7105	NPC313650
Intermediate Similarity	0.7097	NPC142599
Intermediate Similarity	0.7091	NPC307235
Intermediate Similarity	0.7091	NPC184169
Intermediate Similarity	0.7091	NPC407
Intermediate Similarity	0.7087	NPC283760
Intermediate Similarity	0.708	NPC147284
Intermediate Similarity	0.708	NPC162314
Intermediate Similarity	0.708	NPC3358
Intermediate Similarity	0.708	NPC306884
Intermediate Similarity	0.708	NPC210497
Intermediate Similarity	0.708	NPC94139
Intermediate Similarity	0.7069	NPC128723
Intermediate Similarity	0.7059	NPC239291
Intermediate Similarity	0.7059	NPC138942
Intermediate Similarity	0.7054	NPC192
Intermediate Similarity	0.7043	NPC202986
Intermediate Similarity	0.7037	NPC166624
Intermediate Similarity	0.7034	NPC168829
Intermediate Similarity	0.7027	NPC104216
Intermediate Similarity	0.7025	NPC11554
Intermediate Similarity	0.7025	NPC24101
Intermediate Similarity	0.7025	NPC96224
Intermediate Similarity	0.7018	NPC245187
Intermediate Similarity	0.7009	NPC155847
Intermediate Similarity	0.7009	NPC289381
Intermediate Similarity	0.7009	NPC211885
Intermediate Similarity	0.7	NPC155393
Intermediate Similarity	0.7	NPC248904
Intermediate Similarity	0.7	NPC271274
Intermediate Similarity	0.7	NPC477814
Remote Similarity	0.6992	NPC166837
Remote Similarity	0.6991	NPC270547
Remote Similarity	0.6985	NPC184465
Remote Similarity	0.6983	NPC109955
Remote Similarity	0.6983	NPC260000
Remote Similarity	0.6983	NPC140619
Remote Similarity	0.6983	NPC315921
Remote Similarity	0.6983	NPC32674
Remote Similarity	0.6983	NPC474073
Remote Similarity	0.6975	NPC315936
Remote Similarity	0.6975	NPC471511
Remote Similarity	0.6975	NPC475225
Remote Similarity	0.6975	NPC323810
Remote Similarity	0.6975	NPC475580
Remote Similarity	0.6975	NPC288411
Remote Similarity	0.6964	NPC70436
Remote Similarity	0.6964	NPC98772
Remote Similarity	0.6957	NPC222146
Remote Similarity	0.6957	NPC144682
Remote Similarity	0.6953	NPC268572
Remote Similarity	0.6949	NPC40258
Remote Similarity	0.6949	NPC12221
Remote Similarity	0.6949	NPC7686
Remote Similarity	0.6949	NPC91461
Remote Similarity	0.6942	NPC228737
Remote Similarity	0.693	NPC181709
Remote Similarity	0.693	NPC271440
Remote Similarity	0.6929	NPC38458
Remote Similarity	0.6929	NPC311737
Remote Similarity	0.6923	NPC78119
Remote Similarity	0.6923	NPC33675
Remote Similarity	0.6923	NPC299762
Remote Similarity	0.6923	NPC275104
Remote Similarity	0.6923	NPC100870
Remote Similarity	0.6923	NPC132078
Remote Similarity	0.6923	NPC80027
Remote Similarity	0.6923	NPC216468
Remote Similarity	0.6923	NPC51333
Remote Similarity	0.6923	NPC125732
Remote Similarity	0.6923	NPC280869
Remote Similarity	0.6911	NPC296683
Remote Similarity	0.6909	NPC150837
Remote Similarity	0.6909	NPC286904
Remote Similarity	0.6903	NPC151764
Remote Similarity	0.6903	NPC300478
Remote Similarity	0.6891	NPC471228
Remote Similarity	0.6891	NPC315022
Remote Similarity	0.6891	NPC477802
Remote Similarity	0.6891	NPC196479
Remote Similarity	0.6891	NPC235762
Remote Similarity	0.6891	NPC477801
Remote Similarity	0.6885	NPC201959
Remote Similarity	0.6875	NPC19680
Remote Similarity	0.687	NPC289769
Remote Similarity	0.687	NPC76938
Remote Similarity	0.6864	NPC213730
Remote Similarity	0.6864	NPC174911
Remote Similarity	0.6864	NPC48730
Remote Similarity	0.6864	NPC248396
Remote Similarity	0.6864	NPC129373
Remote Similarity	0.686	NPC21594
Remote Similarity	0.686	NPC54765
Remote Similarity	0.6855	NPC163674
Remote Similarity	0.685	NPC82963
Remote Similarity	0.6842	NPC231150
Remote Similarity	0.6838	NPC152097
Remote Similarity	0.6833	NPC327811
Remote Similarity	0.6833	NPC30506
Remote Similarity	0.6833	NPC254965
Remote Similarity	0.6829	NPC58865
Remote Similarity	0.6829	NPC71266
Remote Similarity	0.6822	NPC319950
Remote Similarity	0.681	NPC107522
Remote Similarity	0.681	NPC32714
Remote Similarity	0.6807	NPC252105
Remote Similarity	0.6807	NPC300166
Remote Similarity	0.6807	NPC110764
Remote Similarity	0.6807	NPC101025
Remote Similarity	0.6807	NPC471578
Remote Similarity	0.6803	NPC320439
Remote Similarity	0.6803	NPC151477
Remote Similarity	0.6803	NPC66834
Remote Similarity	0.68	NPC228425
Remote Similarity	0.6794	NPC474862
Remote Similarity	0.6783	NPC29373
Remote Similarity	0.678	NPC245561
Remote Similarity	0.678	NPC260775
Remote Similarity	0.6777	NPC303141
Remote Similarity	0.6777	NPC154899
Remote Similarity	0.6777	NPC233396
Remote Similarity	0.6777	NPC47284
Remote Similarity	0.6774	NPC44732
Remote Similarity	0.6774	NPC13482
Remote Similarity	0.6769	NPC321133
Remote Similarity	0.6759	NPC133050
Remote Similarity	0.6757	NPC474211
Remote Similarity	0.6754	NPC312304
Remote Similarity	0.675	NPC146798
Remote Similarity	0.675	NPC470202
Remote Similarity	0.675	NPC135784
Remote Similarity	0.675	NPC94351
Remote Similarity	0.675	NPC106396
Remote Similarity	0.675	NPC313030
Remote Similarity	0.675	NPC71002
Remote Similarity	0.675	NPC222522
Remote Similarity	0.675	NPC53051
Remote Similarity	0.675	NPC242342

Drug Structure

NPD475 OpenBabel08201723202D 24 24 0 0 1 0 0 0 0 0999 V2000 3.0000 -1.7321 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 2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 1.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0000 0.7321 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 1.5981 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 6.3660 1.0981 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5000 2.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 3.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 2.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 2.5981 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 22 1 0 0 0 0 3 5 1 0 0 0 0 3 8 2 0 0 0 0 4 6 2 0 0 0 0 4 8 1 0 0 0 0 5 9 2 0 0 0 0 6 9 1 0 0 0 0 7 1 1 1 0 0 0 7 8 1 0 0 0 0 7 10 1 0 0 0 0 9 21 1 0 0 0 0 10 15 2 3 0 0 0 10 16 1 0 0 0 0 11 12 1 0 0 0 0 11 13 1 0 0 0 0 11 14 1 0 0 0 0 11 23 1 0 0 0 0 15 22 1 0 0 0 0 16 24 1 0 0 0 0 17 22 2 0 0 0 0 18 22 2 0 0 0 0 19 23 2 0 0 0 0 20 23 2 0 0 0 0 21 23 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	375.01
ALogP	1.0899
MLogP	1.35
XLogP	1.955
HDA	6
HBD	1
Rotatable Bonds	12
TPSA	126.86
RO5 Violation	0