NPASS drugs

Drug Information

Drug ID:	NPD644
Drug Name:
Molecular Formula:	C11H7BrN2O5S
Canonical SMILES:	OC1=NC(=O)N(C1)S(=O)(=O)c1oc2c(c1Br)cccc2
Standard InCHI:	InChI=1S/C11H7BrN2O5S/c12-9-6-3-1-2-4-7(6)19-10(9)20(17,18)14-5-8(15)13-11(14)16/h1-4H,5H2,(H,13,15,16)
Standard InCHIKey:	ZJSUDHQFSBHLDV-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD644

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	259
0.1-0.2	2220
0.2-0.3	8016
0.3-0.4	4870
0.4-0.5	9161
0.5-0.6	6286
0.6-0.7	78
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	0.6768	NPC196034
Remote Similarity	0.6709	NPC206007
Remote Similarity	0.6625	NPC246214
Remote Similarity	0.6463	NPC472888
Remote Similarity	0.6369	NPC50583
Remote Similarity	0.6316	NPC105541
Remote Similarity	0.6301	NPC307682
Remote Similarity	0.6296	NPC32298
Remote Similarity	0.6294	NPC477645
Remote Similarity	0.6287	NPC88403
Remote Similarity	0.6265	NPC93730
Remote Similarity	0.6264	NPC471316
Remote Similarity	0.6264	NPC472881
Remote Similarity	0.6264	NPC163029
Remote Similarity	0.6258	NPC137710
Remote Similarity	0.6258	NPC54243
Remote Similarity	0.6258	NPC35744
Remote Similarity	0.6228	NPC193805
Remote Similarity	0.6221	NPC472882
Remote Similarity	0.6221	NPC169766
Remote Similarity	0.6193	NPC62735
Remote Similarity	0.6171	NPC278832
Remote Similarity	0.6171	NPC64157
Remote Similarity	0.6168	NPC141252
Remote Similarity	0.6168	NPC11799
Remote Similarity	0.6166	NPC143450
Remote Similarity	0.6163	NPC470392
Remote Similarity	0.6162	NPC472533
Remote Similarity	0.6158	NPC112757
Remote Similarity	0.6154	NPC141059
Remote Similarity	0.6149	NPC265793
Remote Similarity	0.6145	NPC314329
Remote Similarity	0.614	NPC939
Remote Similarity	0.6129	NPC23559
Remote Similarity	0.6129	NPC473194
Remote Similarity	0.6118	NPC22783
Remote Similarity	0.6111	NPC53192
Remote Similarity	0.6111	NPC149571
Remote Similarity	0.6108	NPC311219
Remote Similarity	0.6095	NPC83301
Remote Similarity	0.6095	NPC470858
Remote Similarity	0.6087	NPC279916
Remote Similarity	0.6087	NPC470710
Remote Similarity	0.608	NPC215109
Remote Similarity	0.608	NPC170604
Remote Similarity	0.6077	NPC302181
Remote Similarity	0.6077	NPC296085
Remote Similarity	0.6069	NPC141549
Remote Similarity	0.6069	NPC324488
Remote Similarity	0.6069	NPC166624
Remote Similarity	0.6057	NPC209858
Remote Similarity	0.6047	NPC170546
Remote Similarity	0.6047	NPC473019
Remote Similarity	0.6047	NPC66246
Remote Similarity	0.6045	NPC130976
Remote Similarity	0.6045	NPC472883
Remote Similarity	0.6044	NPC98926
Remote Similarity	0.6044	NPC155144
Remote Similarity	0.6044	NPC230943
Remote Similarity	0.6036	NPC107846
Remote Similarity	0.6034	NPC266425
Remote Similarity	0.6034	NPC132308
Remote Similarity	0.6024	NPC230951
Remote Similarity	0.6024	NPC470092
Remote Similarity	0.6023	NPC204592
Remote Similarity	0.6012	NPC7569
Remote Similarity	0.6012	NPC278787
Remote Similarity	0.6012	NPC475092
Remote Similarity	0.6012	NPC282230
Remote Similarity	0.6012	NPC183348
Remote Similarity	0.6011	NPC210826
Remote Similarity	0.6011	NPC254841
Remote Similarity	0.6011	NPC473193
Remote Similarity	0.6011	NPC308799
Remote Similarity	0.6	NPC2771
Remote Similarity	0.6	NPC28337
Remote Similarity	0.6	NPC287533
Remote Similarity	0.6	NPC152159
Remote Similarity	0.5989	NPC71629
Remote Similarity	0.5989	NPC247221
Remote Similarity	0.5989	NPC225884
Remote Similarity	0.5989	NPC469642
Remote Similarity	0.5988	NPC115859
Remote Similarity	0.5978	NPC113428
Remote Similarity	0.5978	NPC258222
Remote Similarity	0.5978	NPC12148
Remote Similarity	0.5978	NPC61284
Remote Similarity	0.5978	NPC130581
Remote Similarity	0.5977	NPC470977
Remote Similarity	0.5977	NPC137264
Remote Similarity	0.5977	NPC11173
Remote Similarity	0.5977	NPC196979
Remote Similarity	0.5977	NPC473982
Remote Similarity	0.5977	NPC470976
Remote Similarity	0.5977	NPC15083
Remote Similarity	0.5976	NPC470860
Remote Similarity	0.5976	NPC118853
Remote Similarity	0.5964	NPC201284
Remote Similarity	0.5964	NPC264976
Remote Similarity	0.5963	NPC23332
Remote Similarity	0.5961	NPC472358
Remote Similarity	0.5959	NPC477255
Remote Similarity	0.5956	NPC324081
Remote Similarity	0.5955	NPC477534
Remote Similarity	0.5955	NPC29638
Remote Similarity	0.5955	NPC471653
Remote Similarity	0.5954	NPC197425
Remote Similarity	0.5954	NPC238309
Remote Similarity	0.5946	NPC47672
Remote Similarity	0.5946	NPC135325
Remote Similarity	0.5943	NPC184465
Remote Similarity	0.5943	NPC471336
Remote Similarity	0.5943	NPC113006
Remote Similarity	0.5943	NPC470746
Remote Similarity	0.5941	NPC89630
Remote Similarity	0.5939	NPC217180
Remote Similarity	0.5939	NPC312525
Remote Similarity	0.5939	NPC45104
Remote Similarity	0.5936	NPC233926
Remote Similarity	0.5934	NPC122599
Remote Similarity	0.5934	NPC270848
Remote Similarity	0.5934	NPC272868
Remote Similarity	0.5934	NPC17760
Remote Similarity	0.5932	NPC172262
Remote Similarity	0.593	NPC159987
Remote Similarity	0.593	NPC78061
Remote Similarity	0.593	NPC122359
Remote Similarity	0.593	NPC477254
Remote Similarity	0.593	NPC298884
Remote Similarity	0.5924	NPC51641
Remote Similarity	0.5924	NPC153644
Remote Similarity	0.5924	NPC300267
Remote Similarity	0.5922	NPC470709
Remote Similarity	0.5922	NPC233707
Remote Similarity	0.592	NPC115998
Remote Similarity	0.592	NPC39753
Remote Similarity	0.5915	NPC205523
Remote Similarity	0.5914	NPC221868
Remote Similarity	0.5914	NPC39929
Remote Similarity	0.5914	NPC37226
Remote Similarity	0.5914	NPC226644
Remote Similarity	0.5914	NPC123011
Remote Similarity	0.5914	NPC37208
Remote Similarity	0.5914	NPC296030
Remote Similarity	0.5914	NPC256689
Remote Similarity	0.5913	NPC123140
Remote Similarity	0.5912	NPC78530
Remote Similarity	0.5912	NPC135349
Remote Similarity	0.5909	NPC128216
Remote Similarity	0.5909	NPC477536
Remote Similarity	0.5906	NPC4164
Remote Similarity	0.5906	NPC224657
Remote Similarity	0.5904	NPC171023
Remote Similarity	0.5904	NPC293424
Remote Similarity	0.5901	NPC183648
Remote Similarity	0.59	NPC235194
Remote Similarity	0.5899	NPC239495
Remote Similarity	0.5899	NPC9985
Remote Similarity	0.5896	NPC125887
Remote Similarity	0.5892	NPC252208
Remote Similarity	0.5892	NPC17816
Remote Similarity	0.5892	NPC150215
Remote Similarity	0.589	NPC53953
Remote Similarity	0.5889	NPC474128
Remote Similarity	0.5882	NPC78335
Remote Similarity	0.5882	NPC167576
Remote Similarity	0.5882	NPC230713
Remote Similarity	0.5879	NPC254010
Remote Similarity	0.5879	NPC316062
Remote Similarity	0.5879	NPC27220
Remote Similarity	0.5876	NPC57601
Remote Similarity	0.5876	NPC274121
Remote Similarity	0.5876	NPC324117
Remote Similarity	0.5876	NPC196708
Remote Similarity	0.5876	NPC213216
Remote Similarity	0.5876	NPC78540
Remote Similarity	0.5876	NPC50898
Remote Similarity	0.5872	NPC237868
Remote Similarity	0.5866	NPC40321
Remote Similarity	0.5862	NPC187907
Remote Similarity	0.586	NPC272194
Remote Similarity	0.5856	NPC477537
Remote Similarity	0.5856	NPC262635
Remote Similarity	0.5856	NPC473499
Remote Similarity	0.5855	NPC469505
Remote Similarity	0.5854	NPC252004
Remote Similarity	0.5852	NPC470859
Remote Similarity	0.5851	NPC193976
Remote Similarity	0.5851	NPC170169
Remote Similarity	0.5851	NPC156311
Remote Similarity	0.5851	NPC23668
Remote Similarity	0.5851	NPC156244
Remote Similarity	0.5851	NPC115324
Remote Similarity	0.5848	NPC56332
Remote Similarity	0.5847	NPC471520
Remote Similarity	0.5847	NPC158871
Remote Similarity	0.5847	NPC9373
Remote Similarity	0.5847	NPC51146
Remote Similarity	0.5847	NPC166858
Remote Similarity	0.5847	NPC313036

Drug Structure

NPD644 OpenBabel08201723202D 21 23 0 0 0 0 0 0 0 0999 V2000 -4.2709 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2709 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4049 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4049 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2788 -1.7601 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 2.5388 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0878 3.3479 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7601 1.2788 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 -1.5878 0.8090 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 -0.6810 4.2614 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 6 2 0 0 0 0 4 7 2 0 0 0 0 5 8 1 0 0 0 0 5 14 1 0 0 0 0 6 7 1 0 0 0 0 6 9 1 0 0 0 0 7 19 1 0 0 0 0 8 13 2 0 0 0 0 8 15 1 0 0 0 0 9 10 2 0 0 0 0 9 12 1 0 0 0 0 10 19 1 0 0 0 0 10 20 1 0 0 0 0 11 13 1 0 0 0 0 11 14 1 0 0 0 0 11 16 2 0 0 0 0 14 20 1 0 0 0 0 15 21 1 0 0 0 0 17 20 2 0 0 0 0 18 20 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005267
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	164260
ChEBI
CAS Number

Drug Properties

Molecular Weight	357.93
ALogP	-0.7365
MLogP	1.68
XLogP	1.274
HDA	6
HBD	1
Rotatable Bonds	4
TPSA	108.56
RO5 Violation	0