NPASS drugs

Drug Information

Drug ID:	NPD4963
Drug Name:
Molecular Formula:	C22H22N6O7S2
Canonical SMILES:	O=C1[C@@H](N=C(C(=NOC(C(=O)[O-])(C)C)c2csc(=N)[nH]2)O)[C@@H]2N1C(=C(CS2)C[n+]1ccccc1)C(=O)O
Standard InCHI:	InChI=1S/C22H22N6O7S2/c1-22(2,20(33)34)35-26-13(12-10-37-21(23)24-12)16(29)25-14-17(30)28-15(19(31)32)11(9-36-18(14)28)8-27-6-4-3-5-7-27/h3-7,10,14,18H,8-9H2,1-2H3,(H4-,23,24,25,29,31,32,33,34)/t14-,18-/m1/s1
Standard InCHIKey:	ORFOPKXBNMVMKC-RDTXWAMCSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4963

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	316
0.1-0.2	6192
0.2-0.3	17077
0.3-0.4	3674
0.4-0.5	2014
0.5-0.6	1497
0.6-0.7	119
0.7-0.8	1
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	0.79	NPC143325
Remote Similarity	0.6919	NPC182507
Remote Similarity	0.6854	NPC314930
Remote Similarity	0.6854	NPC214827
Remote Similarity	0.6759	NPC475024
Remote Similarity	0.6698	NPC313421
Remote Similarity	0.6588	NPC294693
Remote Similarity	0.6553	NPC470003
Remote Similarity	0.6473	NPC147983
Remote Similarity	0.6473	NPC177996
Remote Similarity	0.6452	NPC328029
Remote Similarity	0.6447	NPC478141
Remote Similarity	0.6406	NPC13470
Remote Similarity	0.6368	NPC129909
Remote Similarity	0.6341	NPC476419
Remote Similarity	0.6329	NPC314281
Remote Similarity	0.6329	NPC40530
Remote Similarity	0.6313	NPC192674
Remote Similarity	0.6305	NPC91895
Remote Similarity	0.6293	NPC469938
Remote Similarity	0.628	NPC11126
Remote Similarity	0.6277	NPC29702
Remote Similarity	0.6277	NPC64216
Remote Similarity	0.6277	NPC476817
Remote Similarity	0.6267	NPC212213
Remote Similarity	0.6261	NPC316403
Remote Similarity	0.625	NPC19170
Remote Similarity	0.6244	NPC312860
Remote Similarity	0.6244	NPC473376
Remote Similarity	0.6238	NPC228835
Remote Similarity	0.6237	NPC302159
Remote Similarity	0.6229	NPC89987
Remote Similarity	0.6215	NPC210123
Remote Similarity	0.6215	NPC473763
Remote Similarity	0.6215	NPC117244
Remote Similarity	0.6214	NPC97106
Remote Similarity	0.621	NPC470497
Remote Similarity	0.6207	NPC41717
Remote Similarity	0.6204	NPC478030
Remote Similarity	0.6195	NPC31385
Remote Similarity	0.6195	NPC110602
Remote Similarity	0.6195	NPC75726
Remote Similarity	0.6193	NPC470499
Remote Similarity	0.6193	NPC472260
Remote Similarity	0.6193	NPC248782
Remote Similarity	0.6182	NPC98864
Remote Similarity	0.6179	NPC94752
Remote Similarity	0.6179	NPC311858
Remote Similarity	0.6172	NPC24864
Remote Similarity	0.617	NPC297862
Remote Similarity	0.6166	NPC314056
Remote Similarity	0.6164	NPC293917
Remote Similarity	0.6161	NPC165495
Remote Similarity	0.6157	NPC476414
Remote Similarity	0.6138	NPC477630
Remote Similarity	0.6138	NPC477635
Remote Similarity	0.6134	NPC63279
Remote Similarity	0.6131	NPC209362
Remote Similarity	0.6129	NPC46811
Remote Similarity	0.6126	NPC476252
Remote Similarity	0.6124	NPC478012
Remote Similarity	0.6124	NPC478011
Remote Similarity	0.6121	NPC61435
Remote Similarity	0.6119	NPC239954
Remote Similarity	0.6117	NPC273532
Remote Similarity	0.6117	NPC54214
Remote Similarity	0.6111	NPC476413
Remote Similarity	0.6109	NPC297642
Remote Similarity	0.6104	NPC315804
Remote Similarity	0.6104	NPC313804
Remote Similarity	0.6103	NPC112489
Remote Similarity	0.61	NPC314176
Remote Similarity	0.6096	NPC54744
Remote Similarity	0.6094	NPC478013
Remote Similarity	0.6094	NPC253987
Remote Similarity	0.6094	NPC155444
Remote Similarity	0.6092	NPC477516
Remote Similarity	0.6089	NPC473706
Remote Similarity	0.6077	NPC248454
Remote Similarity	0.6077	NPC83774
Remote Similarity	0.6075	NPC17059
Remote Similarity	0.6058	NPC469529
Remote Similarity	0.6056	NPC311282
Remote Similarity	0.6055	NPC20593
Remote Similarity	0.6053	NPC471193
Remote Similarity	0.6053	NPC471194
Remote Similarity	0.6053	NPC153980
Remote Similarity	0.6053	NPC6865
Remote Similarity	0.605	NPC75135
Remote Similarity	0.605	NPC33229
Remote Similarity	0.605	NPC263455
Remote Similarity	0.6048	NPC12649
Remote Similarity	0.6047	NPC182814
Remote Similarity	0.6047	NPC213629
Remote Similarity	0.6045	NPC168911
Remote Similarity	0.6045	NPC476143
Remote Similarity	0.6038	NPC270834
Remote Similarity	0.6029	NPC478182
Remote Similarity	0.6029	NPC162268
Remote Similarity	0.6029	NPC476418
Remote Similarity	0.6028	NPC476527
Remote Similarity	0.6028	NPC46022
Remote Similarity	0.6027	NPC469563
Remote Similarity	0.602	NPC169586
Remote Similarity	0.602	NPC467188
Remote Similarity	0.6019	NPC61011
Remote Similarity	0.6019	NPC122427
Remote Similarity	0.6019	NPC16659
Remote Similarity	0.6019	NPC73994
Remote Similarity	0.6019	NPC317010
Remote Similarity	0.6019	NPC315388
Remote Similarity	0.6019	NPC329961
Remote Similarity	0.6017	NPC79386
Remote Similarity	0.6009	NPC207851
Remote Similarity	0.6009	NPC72956
Remote Similarity	0.6009	NPC46895
Remote Similarity	0.6	NPC323752
Remote Similarity	0.6	NPC240088
Remote Similarity	0.6	NPC473380
Remote Similarity	0.6	NPC474383
Remote Similarity	0.5992	NPC244536
Remote Similarity	0.5991	NPC127647
Remote Similarity	0.599	NPC114310
Remote Similarity	0.599	NPC213914
Remote Similarity	0.599	NPC138018
Remote Similarity	0.5982	NPC138562
Remote Similarity	0.5979	NPC471322
Remote Similarity	0.5974	NPC471192
Remote Similarity	0.5974	NPC470732
Remote Similarity	0.5974	NPC470731
Remote Similarity	0.5972	NPC265710
Remote Similarity	0.5971	NPC49217
Remote Similarity	0.5966	NPC56109
Remote Similarity	0.5966	NPC191382
Remote Similarity	0.5965	NPC220594
Remote Similarity	0.5965	NPC469562
Remote Similarity	0.5964	NPC300183
Remote Similarity	0.5963	NPC165538
Remote Similarity	0.5962	NPC163055
Remote Similarity	0.596	NPC105811
Remote Similarity	0.596	NPC153400
Remote Similarity	0.5957	NPC327095
Remote Similarity	0.5957	NPC312942
Remote Similarity	0.5951	NPC478184
Remote Similarity	0.5949	NPC319232
Remote Similarity	0.5949	NPC24370
Remote Similarity	0.5947	NPC476524
Remote Similarity	0.5946	NPC103361
Remote Similarity	0.5939	NPC167400
Remote Similarity	0.5939	NPC320968
Remote Similarity	0.5938	NPC57398
Remote Similarity	0.5936	NPC198673
Remote Similarity	0.5932	NPC40455
Remote Similarity	0.5928	NPC469736
Remote Similarity	0.5924	NPC28848
Remote Similarity	0.5924	NPC186351
Remote Similarity	0.5924	NPC476491
Remote Similarity	0.5924	NPC14325
Remote Similarity	0.5923	NPC281049
Remote Similarity	0.5923	NPC469717
Remote Similarity	0.5921	NPC478158
Remote Similarity	0.592	NPC315893
Remote Similarity	0.592	NPC313587
Remote Similarity	0.592	NPC316110
Remote Similarity	0.5913	NPC32534
Remote Similarity	0.5911	NPC299594
Remote Similarity	0.5911	NPC212742
Remote Similarity	0.5909	NPC135950
Remote Similarity	0.5907	NPC65408
Remote Similarity	0.5907	NPC318020
Remote Similarity	0.5907	NPC472288
Remote Similarity	0.5903	NPC323927
Remote Similarity	0.5901	NPC473640
Remote Similarity	0.5901	NPC171317
Remote Similarity	0.5893	NPC475506
Remote Similarity	0.5893	NPC471944
Remote Similarity	0.5892	NPC165743
Remote Similarity	0.5888	NPC230085
Remote Similarity	0.5888	NPC159630
Remote Similarity	0.5885	NPC302647
Remote Similarity	0.5885	NPC88115
Remote Similarity	0.5885	NPC473239
Remote Similarity	0.5885	NPC470498
Remote Similarity	0.5885	NPC472259
Remote Similarity	0.5882	NPC293487
Remote Similarity	0.588	NPC469359
Remote Similarity	0.588	NPC477416
Remote Similarity	0.5879	NPC477974
Remote Similarity	0.5874	NPC123395
Remote Similarity	0.5873	NPC314882
Remote Similarity	0.587	NPC54981
Remote Similarity	0.5867	NPC155143
Remote Similarity	0.5867	NPC106757
Remote Similarity	0.5862	NPC478157
Remote Similarity	0.5861	NPC184225
Remote Similarity	0.5857	NPC477976
Remote Similarity	0.5851	NPC475859
Remote Similarity	0.5851	NPC474877
Remote Similarity	0.5851	NPC212125
Remote Similarity	0.5851	NPC306397

Drug Structure

NPD4963 OpenBabel08211706322D 41 44 0 0 1 0 0 0 0 0999 V2000 -0.1895 2.1566 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0694 1.1907 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 -5.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6749 -0.8529 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8978 -0.2235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9319 -0.4824 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6730 -1.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0353 2.8637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2548 0.6577 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7765 1.8978 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8841 1.4348 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.2561 0.7100 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7071 -1.7071 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.2247 0.2247 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.4641 -0.0000 0.0000 N 0 3 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 2.3801 -2.1554 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7071 0.7071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0012 3.1225 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3282 3.5708 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 1.4836 1.1907 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8660 -1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.5136 -0.3082 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.5257 2.3684 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7115 1.5487 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3461 -1.8966 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 22 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 2 0 0 0 0 6 27 2 0 0 0 0 7 27 1 0 0 0 0 8 11 1 0 0 0 0 8 27 1 0 0 0 0 9 11 1 0 0 0 0 9 36 1 0 0 0 0 10 12 2 0 0 0 0 10 37 1 0 0 0 0 11 15 2 0 0 0 0 12 13 1 0 0 0 0 12 24 1 0 0 0 0 13 16 1 0 0 0 0 13 26 2 3 0 0 0 14 17 1 0 0 0 0 14 18 1 0 0 0 0 14 25 1 1 0 0 0 15 19 1 0 0 0 0 15 28 1 0 0 0 0 16 25 2 3 0 0 0 16 29 1 0 0 0 0 17 28 1 0 0 0 0 17 30 2 0 0 0 0 18 28 1 0 0 0 0 18 36 1 1 0 0 0 19 31 2 0 0 0 0 19 32 1 0 0 0 0 20 22 1 0 0 0 0 20 33 2 0 0 0 0 20 34 1 0 0 0 0 21 23 2 0 0 0 0 21 24 1 0 0 0 0 21 37 1 0 0 0 0 22 35 1 0 0 0 0 23 38 1 0 0 0 0 24 39 1 0 0 0 0 26 35 1 0 0 0 0 29 40 1 0 0 0 0 32 41 1 0 0 0 0 M CHG 2 27 1 34 -1 M END $$$$

External Identifiers

TTD	DAP000433
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	91713
ChEBI
CAS Number

Drug Properties

Molecular Weight	546.10
ALogP	-2.4366
MLogP	2.23
XLogP	1.613
HDA	10
HBD	4
Rotatable Bonds	14
TPSA	242.28
RO5 Violation	0