NPASS drugs

Drug Information

Drug ID:	NPD5542
Drug Name:	Ponesimod
Molecular Formula:	C23H25ClN2O4S
Canonical SMILES:	CCC/N=C/1S/C(=Cc2ccc(c(c2)Cl)OC[C@@H](CO)O)/C(=O)N1c1ccccc1C
Standard InCHI:	InChI=1S/C23H25ClN2O4S/c1-3-10-25-23-26(19-7-5-4-6-15(19)2)22(29)21(31-23)12-16-8-9-20(18(24)11-16)30-14-17(28)13-27/h4-9,11-12,17,27-28H,3,10,13-14H2,1-2H3/b21-12-,25-23-/t17-/m1/s1
Standard InCHIKey:	LPAUOXUZGSBGDU-STDDISTJSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5542

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	215
0.1-0.2	1616
0.2-0.3	8731
0.3-0.4	4053
0.4-0.5	12083
0.5-0.6	4070
0.6-0.7	122
0.7-0.8	0
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
Remote Similarity	0.6744	NPC16249
Remote Similarity	0.654	NPC198401
Remote Similarity	0.65	NPC269383
Remote Similarity	0.65	NPC151030
Remote Similarity	0.6432	NPC329830
Remote Similarity	0.6422	NPC14339
Remote Similarity	0.6411	NPC232872
Remote Similarity	0.6406	NPC311357
Remote Similarity	0.6404	NPC148124
Remote Similarity	0.6402	NPC472191
Remote Similarity	0.6385	NPC322424
Remote Similarity	0.6377	NPC471785
Remote Similarity	0.6371	NPC471614
Remote Similarity	0.6364	NPC219350
Remote Similarity	0.6364	NPC194699
Remote Similarity	0.6364	NPC320064
Remote Similarity	0.6364	NPC262725
Remote Similarity	0.636	NPC99724
Remote Similarity	0.6359	NPC271958
Remote Similarity	0.6359	NPC134413
Remote Similarity	0.6359	NPC263507
Remote Similarity	0.6359	NPC45112
Remote Similarity	0.6355	NPC475702
Remote Similarity	0.6355	NPC49315
Remote Similarity	0.6338	NPC471825
Remote Similarity	0.6323	NPC469442
Remote Similarity	0.6323	NPC277306
Remote Similarity	0.6321	NPC475411
Remote Similarity	0.6305	NPC85482
Remote Similarity	0.6302	NPC97282
Remote Similarity	0.63	NPC292143
Remote Similarity	0.63	NPC139506
Remote Similarity	0.6294	NPC315257
Remote Similarity	0.6293	NPC248903
Remote Similarity	0.6274	NPC174629
Remote Similarity	0.6274	NPC51047
Remote Similarity	0.6269	NPC254700
Remote Similarity	0.6267	NPC217903
Remote Similarity	0.6267	NPC25539
Remote Similarity	0.6264	NPC218323
Remote Similarity	0.6263	NPC123761
Remote Similarity	0.625	NPC26928
Remote Similarity	0.625	NPC136951
Remote Similarity	0.625	NPC161155
Remote Similarity	0.625	NPC97004
Remote Similarity	0.6245	NPC274268
Remote Similarity	0.6238	NPC238430
Remote Similarity	0.6234	NPC49583
Remote Similarity	0.6225	NPC471648
Remote Similarity	0.6223	NPC307682
Remote Similarity	0.6222	NPC116178
Remote Similarity	0.622	NPC86678
Remote Similarity	0.6212	NPC10875
Remote Similarity	0.6212	NPC10730
Remote Similarity	0.6211	NPC86087
Remote Similarity	0.6211	NPC298821
Remote Similarity	0.6202	NPC85613
Remote Similarity	0.6188	NPC70172
Remote Similarity	0.6175	NPC314948
Remote Similarity	0.6169	NPC57105
Remote Similarity	0.6167	NPC189661
Remote Similarity	0.6164	NPC127178
Remote Similarity	0.6158	NPC36434
Remote Similarity	0.6154	NPC207971
Remote Similarity	0.6146	NPC471604
Remote Similarity	0.614	NPC473004
Remote Similarity	0.6134	NPC313414
Remote Similarity	0.6132	NPC228206
Remote Similarity	0.6126	NPC268077
Remote Similarity	0.6126	NPC189724
Remote Similarity	0.6126	NPC212850
Remote Similarity	0.6126	NPC83289
Remote Similarity	0.6124	NPC5167
Remote Similarity	0.6123	NPC321166
Remote Similarity	0.612	NPC250476
Remote Similarity	0.6119	NPC231862
Remote Similarity	0.6114	NPC182475
Remote Similarity	0.6111	NPC471132
Remote Similarity	0.6108	NPC299582
Remote Similarity	0.6101	NPC478049
Remote Similarity	0.6095	NPC116096
Remote Similarity	0.6093	NPC470728
Remote Similarity	0.6091	NPC25897
Remote Similarity	0.6089	NPC477160
Remote Similarity	0.6089	NPC230942
Remote Similarity	0.6089	NPC315498
Remote Similarity	0.6087	NPC227778
Remote Similarity	0.6078	NPC471652
Remote Similarity	0.6077	NPC172355
Remote Similarity	0.6075	NPC477186
Remote Similarity	0.6074	NPC99891
Remote Similarity	0.6073	NPC71124
Remote Similarity	0.6071	NPC198160
Remote Similarity	0.607	NPC301163
Remote Similarity	0.6064	NPC266425
Remote Similarity	0.6044	NPC100573
Remote Similarity	0.6044	NPC207873
Remote Similarity	0.604	NPC93653
Remote Similarity	0.604	NPC235628
Remote Similarity	0.6039	NPC73280
Remote Similarity	0.6037	NPC79293
Remote Similarity	0.6037	NPC279401
Remote Similarity	0.6034	NPC128115
Remote Similarity	0.6029	NPC24954
Remote Similarity	0.6027	NPC161804
Remote Similarity	0.602	NPC245974
Remote Similarity	0.6019	NPC270301
Remote Similarity	0.6011	NPC471953
Remote Similarity	0.6009	NPC473460
Remote Similarity	0.6009	NPC470482
Remote Similarity	0.6009	NPC470481
Remote Similarity	0.6009	NPC41216
Remote Similarity	0.6009	NPC127996
Remote Similarity	0.6009	NPC230313
Remote Similarity	0.6009	NPC243626
Remote Similarity	0.6	NPC247298
Remote Similarity	0.6	NPC313627
Remote Similarity	0.6	NPC100863
Remote Similarity	0.6	NPC470824
Remote Similarity	0.6	NPC316161
Remote Similarity	0.6	NPC314861
Remote Similarity	0.6	NPC138365
Remote Similarity	0.5991	NPC204970
Remote Similarity	0.5991	NPC79213
Remote Similarity	0.5989	NPC231382
Remote Similarity	0.5982	NPC87714
Remote Similarity	0.5978	NPC323948
Remote Similarity	0.5974	NPC313327
Remote Similarity	0.5973	NPC90185
Remote Similarity	0.5973	NPC5374
Remote Similarity	0.5972	NPC283810
Remote Similarity	0.5972	NPC473569
Remote Similarity	0.5972	NPC474059
Remote Similarity	0.5971	NPC208280
Remote Similarity	0.5969	NPC189908
Remote Similarity	0.5967	NPC41801
Remote Similarity	0.5965	NPC242923
Remote Similarity	0.5963	NPC254957
Remote Similarity	0.596	NPC144691
Remote Similarity	0.5959	NPC314113
Remote Similarity	0.5953	NPC329480
Remote Similarity	0.5952	NPC127082
Remote Similarity	0.5947	NPC29650
Remote Similarity	0.5946	NPC469443
Remote Similarity	0.5946	NPC67904
Remote Similarity	0.5935	NPC313886
Remote Similarity	0.5935	NPC315542
Remote Similarity	0.5935	NPC473007
Remote Similarity	0.5932	NPC122886
Remote Similarity	0.5926	NPC274732
Remote Similarity	0.5926	NPC295287
Remote Similarity	0.5924	NPC287152
Remote Similarity	0.5923	NPC475609
Remote Similarity	0.5923	NPC288110
Remote Similarity	0.5921	NPC14390
Remote Similarity	0.592	NPC471073
Remote Similarity	0.592	NPC270811
Remote Similarity	0.5918	NPC473874
Remote Similarity	0.5916	NPC237227
Remote Similarity	0.5915	NPC314659
Remote Similarity	0.5909	NPC473371
Remote Similarity	0.5907	NPC33902
Remote Similarity	0.5907	NPC276674
Remote Similarity	0.5907	NPC231572
Remote Similarity	0.5907	NPC150308
Remote Similarity	0.5905	NPC168153
Remote Similarity	0.5905	NPC126556
Remote Similarity	0.5903	NPC469444
Remote Similarity	0.59	NPC13397
Remote Similarity	0.5899	NPC45389
Remote Similarity	0.5899	NPC473008
Remote Similarity	0.5896	NPC70092
Remote Similarity	0.5896	NPC475685
Remote Similarity	0.5893	NPC295898
Remote Similarity	0.5892	NPC323198
Remote Similarity	0.5888	NPC302235
Remote Similarity	0.5888	NPC9373
Remote Similarity	0.5885	NPC323858
Remote Similarity	0.5885	NPC477161
Remote Similarity	0.5885	NPC472287
Remote Similarity	0.5885	NPC472286
Remote Similarity	0.5879	NPC263835
Remote Similarity	0.5877	NPC469589
Remote Similarity	0.5877	NPC471561
Remote Similarity	0.5877	NPC283152
Remote Similarity	0.5877	NPC220560
Remote Similarity	0.5874	NPC469479
Remote Similarity	0.5872	NPC92803
Remote Similarity	0.587	NPC472434
Remote Similarity	0.5869	NPC197335
Remote Similarity	0.5869	NPC288305
Remote Similarity	0.5865	NPC329717
Remote Similarity	0.5859	NPC296085
Remote Similarity	0.5859	NPC220060
Remote Similarity	0.5859	NPC478075
Remote Similarity	0.5858	NPC315822
Remote Similarity	0.5855	NPC308906
Remote Similarity	0.5854	NPC133470
Remote Similarity	0.5854	NPC289776
Remote Similarity	0.5854	NPC191863

Drug Structure

NPD5542 OpenBabel08211708292D 33 35 0 0 1 0 0 0 0 0999 V2000 -0.7852 -2.6350 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2916 2.4852 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1974 -1.8259 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4617 0.9717 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0550 0.0582 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8739 1.7807 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0605 -0.0464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 -0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 -0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7971 -1.9305 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1667 -1.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 -1.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8794 1.6762 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3007 -2.0055 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.5686 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4727 0.7626 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 -0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1045 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 1.4945 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.3849 -1.1215 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 0.6581 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.0327 -2.0055 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.3007 -3.0055 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0169 2.3794 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 -0.5055 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 -7.0327 -3.0055 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1667 -3.5055 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 15 1 0 0 0 0 3 10 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 15 2 0 0 0 0 7 19 2 0 0 0 0 8 9 2 0 0 0 0 8 16 1 0 0 0 0 9 20 1 0 0 0 0 10 25 1 0 0 0 0 11 16 2 0 0 0 0 11 18 1 0 0 0 0 12 16 1 0 0 0 0 12 21 2 0 0 0 0 13 27 1 0 0 0 0 14 17 1 0 0 0 0 14 30 1 0 0 0 0 15 19 1 0 0 0 0 17 13 1 6 0 0 0 17 28 1 0 0 0 0 18 20 2 0 0 0 0 18 24 1 0 0 0 0 19 26 1 0 0 0 0 20 30 1 0 0 0 0 21 22 1 0 0 0 0 21 31 1 0 0 0 0 22 26 1 0 0 0 0 22 29 2 0 0 0 0 23 25 2 0 0 0 0 23 26 1 0 0 0 0 23 31 1 0 0 0 0 27 32 1 0 0 0 0 28 33 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	460.12
ALogP	0.365
MLogP	3.11
XLogP	4.257
HDA	5
HBD	2
Rotatable Bonds	13
TPSA	107.66
RO5 Violation	0