NPASS drugs

Drug Information

Drug ID:	NPD2030
Drug Name:	sulotroban
Molecular Formula:	C16H17NO5S
Canonical SMILES:	OC(=O)COc1ccc(cc1)CCNS(=O)(=O)c1ccccc1
Standard InCHI:	InChI=1S/C16H17NO5S/c18-16(19)12-22-14-8-6-13(7-9-14)10-11-17-23(20,21)15-4-2-1-3-5-15/h1-9,17H,10-12H2,(H,18,19)
Standard InCHIKey:	XTNWJMVJVSGKLR-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2030

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	98
0.1-0.2	986
0.2-0.3	3969
0.3-0.4	9894
0.4-0.5	3462
0.5-0.6	9960
0.6-0.7	2486
0.7-0.8	35
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	0.7857	NPC203424
Intermediate Similarity	0.7857	NPC206372
Intermediate Similarity	0.7848	NPC314725
Intermediate Similarity	0.7848	NPC313375
Intermediate Similarity	0.7429	NPC263835
Intermediate Similarity	0.7426	NPC26524
Intermediate Similarity	0.7376	NPC318357
Intermediate Similarity	0.729	NPC313414
Intermediate Similarity	0.7255	NPC204546
Intermediate Similarity	0.7244	NPC132771
Intermediate Similarity	0.7237	NPC241086
Intermediate Similarity	0.7237	NPC328137
Intermediate Similarity	0.7237	NPC318984
Intermediate Similarity	0.7237	NPC317741
Intermediate Similarity	0.7237	NPC318028
Intermediate Similarity	0.7237	NPC282087
Intermediate Similarity	0.7237	NPC259800
Intermediate Similarity	0.7226	NPC161155
Intermediate Similarity	0.7226	NPC136951
Intermediate Similarity	0.7226	NPC97004
Intermediate Similarity	0.7222	NPC328267
Intermediate Similarity	0.7218	NPC42383
Intermediate Similarity	0.7194	NPC51345
Intermediate Similarity	0.7181	NPC470392
Intermediate Similarity	0.7179	NPC97282
Intermediate Similarity	0.7124	NPC326860
Intermediate Similarity	0.7124	NPC197239
Intermediate Similarity	0.7123	NPC320242
Intermediate Similarity	0.7105	NPC307682
Intermediate Similarity	0.7095	NPC110313
Intermediate Similarity	0.709	NPC473855
Intermediate Similarity	0.707	NPC17760
Intermediate Similarity	0.7059	NPC97811
Intermediate Similarity	0.7047	NPC241354
Intermediate Similarity	0.7015	NPC283546
Remote Similarity	0.6993	NPC264976
Remote Similarity	0.6993	NPC256369
Remote Similarity	0.6993	NPC43275
Remote Similarity	0.6986	NPC279379
Remote Similarity	0.6986	NPC13020
Remote Similarity	0.6986	NPC140359
Remote Similarity	0.6985	NPC151530
Remote Similarity	0.6985	NPC157473
Remote Similarity	0.6972	NPC120075
Remote Similarity	0.697	NPC132725
Remote Similarity	0.6959	NPC213552
Remote Similarity	0.6959	NPC120225
Remote Similarity	0.695	NPC296526
Remote Similarity	0.6939	NPC246704
Remote Similarity	0.6933	NPC52029
Remote Similarity	0.6933	NPC56635
Remote Similarity	0.6933	NPC140915
Remote Similarity	0.6933	NPC212699
Remote Similarity	0.6933	NPC35961
Remote Similarity	0.6933	NPC305700
Remote Similarity	0.6933	NPC10221
Remote Similarity	0.6933	NPC195749
Remote Similarity	0.6933	NPC197741
Remote Similarity	0.6933	NPC187028
Remote Similarity	0.6933	NPC18249
Remote Similarity	0.6933	NPC207675
Remote Similarity	0.6923	NPC101503
Remote Similarity	0.6923	NPC277460
Remote Similarity	0.6923	NPC66518
Remote Similarity	0.6913	NPC251571
Remote Similarity	0.6912	NPC176971
Remote Similarity	0.6903	NPC36434
Remote Similarity	0.6897	NPC83279
Remote Similarity	0.6892	NPC141739
Remote Similarity	0.6892	NPC289459
Remote Similarity	0.6892	NPC136112
Remote Similarity	0.6887	NPC114102
Remote Similarity	0.6875	NPC37858
Remote Similarity	0.6871	NPC211218
Remote Similarity	0.6871	NPC473942
Remote Similarity	0.6871	NPC470887
Remote Similarity	0.6867	NPC155838
Remote Similarity	0.6866	NPC307425
Remote Similarity	0.6861	NPC186469
Remote Similarity	0.6859	NPC298821
Remote Similarity	0.6857	NPC266116
Remote Similarity	0.6846	NPC218323
Remote Similarity	0.6846	NPC301713
Remote Similarity	0.6842	NPC214869
Remote Similarity	0.6842	NPC247018
Remote Similarity	0.6842	NPC97870
Remote Similarity	0.6842	NPC307123
Remote Similarity	0.6839	NPC318591
Remote Similarity	0.6839	NPC231163
Remote Similarity	0.6838	NPC470393
Remote Similarity	0.6838	NPC128730
Remote Similarity	0.6838	NPC17537
Remote Similarity	0.6838	NPC473393
Remote Similarity	0.6835	NPC78530
Remote Similarity	0.6835	NPC25067
Remote Similarity	0.6835	NPC183700
Remote Similarity	0.6835	NPC88868
Remote Similarity	0.6835	NPC46844
Remote Similarity	0.6835	NPC231251
Remote Similarity	0.6828	NPC321133
Remote Similarity	0.6824	NPC62101
Remote Similarity	0.6824	NPC95733
Remote Similarity	0.6821	NPC83062
Remote Similarity	0.6815	NPC123761
Remote Similarity	0.6815	NPC192596
Remote Similarity	0.6812	NPC291837
Remote Similarity	0.6806	NPC159916
Remote Similarity	0.6803	NPC71090
Remote Similarity	0.6803	NPC298486
Remote Similarity	0.68	NPC473993
Remote Similarity	0.6791	NPC107101
Remote Similarity	0.679	NPC182119
Remote Similarity	0.6788	NPC150670
Remote Similarity	0.6788	NPC326447
Remote Similarity	0.6779	NPC29477
Remote Similarity	0.6779	NPC87113
Remote Similarity	0.6776	NPC326599
Remote Similarity	0.6776	NPC329595
Remote Similarity	0.6776	NPC45191
Remote Similarity	0.6765	NPC108875
Remote Similarity	0.6765	NPC38079
Remote Similarity	0.6765	NPC109637
Remote Similarity	0.6763	NPC474272
Remote Similarity	0.6761	NPC235250
Remote Similarity	0.6759	NPC163036
Remote Similarity	0.6757	NPC14141
Remote Similarity	0.6755	NPC210674
Remote Similarity	0.6753	NPC470441
Remote Similarity	0.6752	NPC284409
Remote Similarity	0.675	NPC160378
Remote Similarity	0.6741	NPC51633
Remote Similarity	0.6739	NPC260952
Remote Similarity	0.6736	NPC86947
Remote Similarity	0.6735	NPC127389
Remote Similarity	0.6735	NPC290451
Remote Similarity	0.6731	NPC471664
Remote Similarity	0.6731	NPC160607
Remote Similarity	0.6731	NPC204848
Remote Similarity	0.6731	NPC471719
Remote Similarity	0.6731	NPC312770
Remote Similarity	0.6731	NPC41473
Remote Similarity	0.6731	NPC471665
Remote Similarity	0.6731	NPC14600
Remote Similarity	0.673	NPC63628
Remote Similarity	0.673	NPC178466
Remote Similarity	0.6713	NPC303370
Remote Similarity	0.6712	NPC469708
Remote Similarity	0.6712	NPC60589
Remote Similarity	0.6711	NPC60517
Remote Similarity	0.6711	NPC293701
Remote Similarity	0.6711	NPC146886
Remote Similarity	0.6711	NPC48990
Remote Similarity	0.6711	NPC114901
Remote Similarity	0.6711	NPC94276
Remote Similarity	0.6711	NPC89630
Remote Similarity	0.6711	NPC109822
Remote Similarity	0.6711	NPC20443
Remote Similarity	0.6711	NPC295970
Remote Similarity	0.671	NPC309744
Remote Similarity	0.671	NPC473054
Remote Similarity	0.6709	NPC288452
Remote Similarity	0.6709	NPC289690
Remote Similarity	0.6691	NPC179686
Remote Similarity	0.6691	NPC206341
Remote Similarity	0.669	NPC303522
Remote Similarity	0.669	NPC293424
Remote Similarity	0.669	NPC124916
Remote Similarity	0.6689	NPC186898
Remote Similarity	0.6689	NPC198798
Remote Similarity	0.6688	NPC299583
Remote Similarity	0.6688	NPC5423
Remote Similarity	0.6688	NPC126206
Remote Similarity	0.6688	NPC281558
Remote Similarity	0.6687	NPC139699
Remote Similarity	0.6687	NPC114659
Remote Similarity	0.6667	NPC245552
Remote Similarity	0.6667	NPC307042
Remote Similarity	0.6667	NPC277857
Remote Similarity	0.6667	NPC113457
Remote Similarity	0.6667	NPC476399
Remote Similarity	0.6667	NPC198734
Remote Similarity	0.6667	NPC204466
Remote Similarity	0.6667	NPC267064
Remote Similarity	0.6667	NPC266932
Remote Similarity	0.6667	NPC79184
Remote Similarity	0.6667	NPC194519
Remote Similarity	0.6667	NPC115144
Remote Similarity	0.6667	NPC21890
Remote Similarity	0.6667	NPC166837
Remote Similarity	0.6667	NPC469412
Remote Similarity	0.6667	NPC88403
Remote Similarity	0.6667	NPC280767
Remote Similarity	0.6646	NPC212850
Remote Similarity	0.6646	NPC189724
Remote Similarity	0.6646	NPC83289
Remote Similarity	0.6645	NPC325651
Remote Similarity	0.6645	NPC226661
Remote Similarity	0.6644	NPC263386
Remote Similarity	0.6644	NPC141791
Remote Similarity	0.6643	NPC79543

Drug Structure

NPD2030 OpenBabel08211701392D 25 26 0 0 0 0 0 0 0 0999 V2000 0.0000 3.0000 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 -0.8660 2.5000 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 -4.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 3.4641 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 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 4.3301 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 -4.0000 3.4641 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 -6.0000 5.1962 0.0000 C 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 -5.5000 6.0622 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.0000 5.1962 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 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 4.3301 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 -1.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.5000 4.3301 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 2 0 0 0 0 4 15 2 0 0 0 0 5 15 1 0 0 0 0 6 8 1 0 0 0 0 6 13 2 0 0 0 0 7 9 2 0 0 0 0 7 13 1 0 0 0 0 8 14 2 0 0 0 0 9 14 1 0 0 0 0 10 11 1 0 0 0 0 10 13 1 0 0 0 0 11 17 1 0 0 0 0 12 16 1 0 0 0 0 12 22 1 0 0 0 0 14 22 1 0 0 0 0 15 23 1 0 0 0 0 16 18 2 0 0 0 0 16 19 1 0 0 0 0 17 23 1 0 0 0 0 17 24 1 0 0 0 0 19 25 1 0 0 0 0 20 23 2 0 0 0 0 21 23 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004697
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	335.08
ALogP	-1.265
MLogP	2.45
XLogP	3.052
HDA	5
HBD	2
Rotatable Bonds	9
TPSA	101.08
RO5 Violation	0