NPASS drugs

Drug Information

Drug ID:	NPD2327
Drug Name:
Molecular Formula:	C17H14Cl2N2O2S
Canonical SMILES:	Oc1ccc(cc1)[C@]1(C)C(=O)N(C(=S)N1C)c1ccc(c(c1)Cl)Cl
Standard InCHI:	InChI=1S/C17H14Cl2N2O2S/c1-17(10-3-6-12(22)7-4-10)15(23)21(16(24)20(17)2)11-5-8-13(18)14(19)9-11/h3-9,22H,1-2H3/t17-/m1/s1
Standard InCHIKey:	YPONBLYNQFHCLA-QGZVFWFLSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2327

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	268
0.1-0.2	2034
0.2-0.3	9797
0.3-0.4	3991
0.4-0.5	12515
0.5-0.6	2193
0.6-0.7	92
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	0.6831	NPC144691
Remote Similarity	0.6701	NPC166169
Remote Similarity	0.6701	NPC39822
Remote Similarity	0.6601	NPC473569
Remote Similarity	0.66	NPC302235
Remote Similarity	0.6579	NPC471122
Remote Similarity	0.6576	NPC146370
Remote Similarity	0.6519	NPC204156
Remote Similarity	0.6498	NPC471663
Remote Similarity	0.6468	NPC471785
Remote Similarity	0.6443	NPC471124
Remote Similarity	0.644	NPC469428
Remote Similarity	0.6414	NPC470548
Remote Similarity	0.6404	NPC257390
Remote Similarity	0.6392	NPC204867
Remote Similarity	0.6378	NPC33507
Remote Similarity	0.6376	NPC323198
Remote Similarity	0.6373	NPC150308
Remote Similarity	0.6344	NPC16188
Remote Similarity	0.634	NPC289776
Remote Similarity	0.634	NPC191863
Remote Similarity	0.634	NPC133470
Remote Similarity	0.6338	NPC471436
Remote Similarity	0.6327	NPC472115
Remote Similarity	0.6327	NPC472114
Remote Similarity	0.6308	NPC295548
Remote Similarity	0.6298	NPC204970
Remote Similarity	0.6286	NPC472539
Remote Similarity	0.6286	NPC470787
Remote Similarity	0.6286	NPC472540
Remote Similarity	0.6267	NPC270241
Remote Similarity	0.6257	NPC125852
Remote Similarity	0.6256	NPC472541
Remote Similarity	0.6256	NPC472542
Remote Similarity	0.625	NPC203628
Remote Similarity	0.625	NPC225400
Remote Similarity	0.623	NPC242159
Remote Similarity	0.623	NPC313694
Remote Similarity	0.6221	NPC470786
Remote Similarity	0.6221	NPC471155
Remote Similarity	0.6221	NPC472538
Remote Similarity	0.6207	NPC298320
Remote Similarity	0.6207	NPC271792
Remote Similarity	0.6205	NPC219397
Remote Similarity	0.6193	NPC207873
Remote Similarity	0.6193	NPC100573
Remote Similarity	0.6178	NPC202198
Remote Similarity	0.6162	NPC315051
Remote Similarity	0.615	NPC355
Remote Similarity	0.6147	NPC119006
Remote Similarity	0.6147	NPC270918
Remote Similarity	0.6143	NPC473004
Remote Similarity	0.6132	NPC303214
Remote Similarity	0.6126	NPC233702
Remote Similarity	0.6124	NPC174629
Remote Similarity	0.6124	NPC5630
Remote Similarity	0.6122	NPC68650
Remote Similarity	0.6111	NPC299582
Remote Similarity	0.6093	NPC25897
Remote Similarity	0.6091	NPC230942
Remote Similarity	0.6091	NPC315498
Remote Similarity	0.6087	NPC109580
Remote Similarity	0.6077	NPC120251
Remote Similarity	0.6075	NPC476989
Remote Similarity	0.6075	NPC150712
Remote Similarity	0.6059	NPC129624
Remote Similarity	0.6054	NPC473006
Remote Similarity	0.6048	NPC51047
Remote Similarity	0.6043	NPC35042
Remote Similarity	0.604	NPC477185
Remote Similarity	0.604	NPC475532
Remote Similarity	0.6038	NPC254957
Remote Similarity	0.6029	NPC477187
Remote Similarity	0.6029	NPC21425
Remote Similarity	0.6026	NPC220852
Remote Similarity	0.6019	NPC92803
Remote Similarity	0.601	NPC66936
Remote Similarity	0.601	NPC473007
Remote Similarity	0.601	NPC199737
Remote Similarity	0.601	NPC472117
Remote Similarity	0.601	NPC165285
Remote Similarity	0.601	NPC241025
Remote Similarity	0.6009	NPC476098
Remote Similarity	0.6009	NPC477179
Remote Similarity	0.6009	NPC230313
Remote Similarity	0.6009	NPC243626
Remote Similarity	0.6	NPC306376
Remote Similarity	0.6	NPC71124
Remote Similarity	0.6	NPC100863
Remote Similarity	0.6	NPC18890
Remote Similarity	0.6	NPC322064
Remote Similarity	0.6	NPC325599
Remote Similarity	0.5991	NPC232600
Remote Similarity	0.599	NPC126676
Remote Similarity	0.599	NPC85482
Remote Similarity	0.599	NPC469671
Remote Similarity	0.5989	NPC314098
Remote Similarity	0.5983	NPC220851
Remote Similarity	0.5982	NPC254850
Remote Similarity	0.5982	NPC477180
Remote Similarity	0.5982	NPC477181
Remote Similarity	0.5982	NPC477178
Remote Similarity	0.5974	NPC319232
Remote Similarity	0.5974	NPC214142
Remote Similarity	0.5974	NPC24370
Remote Similarity	0.5973	NPC90185
Remote Similarity	0.5972	NPC106118
Remote Similarity	0.5971	NPC5167
Remote Similarity	0.597	NPC280022
Remote Similarity	0.5969	NPC9373
Remote Similarity	0.5962	NPC470485
Remote Similarity	0.596	NPC241794
Remote Similarity	0.5955	NPC477174
Remote Similarity	0.5955	NPC470490
Remote Similarity	0.5955	NPC477173
Remote Similarity	0.5949	NPC285343
Remote Similarity	0.5948	NPC304307
Remote Similarity	0.5948	NPC118559
Remote Similarity	0.5948	NPC34580
Remote Similarity	0.5948	NPC124920
Remote Similarity	0.5948	NPC261251
Remote Similarity	0.5947	NPC303658
Remote Similarity	0.5946	NPC473360
Remote Similarity	0.5945	NPC67904
Remote Similarity	0.5943	NPC470728
Remote Similarity	0.5941	NPC469915
Remote Similarity	0.5941	NPC44357
Remote Similarity	0.5941	NPC24661
Remote Similarity	0.5941	NPC137437
Remote Similarity	0.5941	NPC112839
Remote Similarity	0.5938	NPC470482
Remote Similarity	0.5938	NPC470481
Remote Similarity	0.5931	NPC475594
Remote Similarity	0.5931	NPC17698
Remote Similarity	0.593	NPC476231
Remote Similarity	0.5928	NPC53344
Remote Similarity	0.5928	NPC470488
Remote Similarity	0.5928	NPC478075
Remote Similarity	0.5923	NPC100547
Remote Similarity	0.5922	NPC474815
Remote Similarity	0.592	NPC141957
Remote Similarity	0.5917	NPC243782
Remote Similarity	0.5917	NPC265592
Remote Similarity	0.5917	NPC275134
Remote Similarity	0.5915	NPC79213
Remote Similarity	0.5915	NPC114039
Remote Similarity	0.5915	NPC206109
Remote Similarity	0.5915	NPC471448
Remote Similarity	0.5914	NPC471123
Remote Similarity	0.5911	NPC112336
Remote Similarity	0.5911	NPC474814
Remote Similarity	0.5909	NPC14339
Remote Similarity	0.5909	NPC276085
Remote Similarity	0.5907	NPC242000
Remote Similarity	0.5907	NPC473491
Remote Similarity	0.5902	NPC225857
Remote Similarity	0.5902	NPC475607
Remote Similarity	0.5901	NPC470491
Remote Similarity	0.5901	NPC471950
Remote Similarity	0.5901	NPC285192
Remote Similarity	0.5901	NPC471945
Remote Similarity	0.5901	NPC475259
Remote Similarity	0.5899	NPC5374
Remote Similarity	0.5897	NPC95240
Remote Similarity	0.5897	NPC322135
Remote Similarity	0.5897	NPC223409
Remote Similarity	0.5896	NPC474059
Remote Similarity	0.5896	NPC473008
Remote Similarity	0.5895	NPC308197
Remote Similarity	0.5894	NPC85613
Remote Similarity	0.5892	NPC256007
Remote Similarity	0.5892	NPC473702
Remote Similarity	0.5891	NPC129486
Remote Similarity	0.589	NPC295898
Remote Similarity	0.5888	NPC29285
Remote Similarity	0.5885	NPC189661
Remote Similarity	0.5882	NPC316906
Remote Similarity	0.5882	NPC285622
Remote Similarity	0.5882	NPC28945
Remote Similarity	0.5882	NPC73280
Remote Similarity	0.588	NPC471199
Remote Similarity	0.5879	NPC315368
Remote Similarity	0.5879	NPC472102
Remote Similarity	0.5879	NPC93653
Remote Similarity	0.5879	NPC309531
Remote Similarity	0.5877	NPC473815
Remote Similarity	0.5877	NPC248601
Remote Similarity	0.5877	NPC232872
Remote Similarity	0.5874	NPC471951
Remote Similarity	0.5874	NPC477160
Remote Similarity	0.5874	NPC471946
Remote Similarity	0.5874	NPC474081
Remote Similarity	0.5873	NPC470301
Remote Similarity	0.5872	NPC14288
Remote Similarity	0.587	NPC329830
Remote Similarity	0.5869	NPC22476
Remote Similarity	0.5869	NPC470483
Remote Similarity	0.5867	NPC476268
Remote Similarity	0.5864	NPC297322
Remote Similarity	0.5864	NPC207971

Drug Structure

NPD2327 OpenBabel08211702172D 25 27 0 0 1 0 0 0 0 0999 V2000 -1.4538 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4538 -2.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3198 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6736 -1.4901 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3198 -2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1859 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4826 -2.0779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6555 -2.8913 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4538 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7601 -1.8968 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1859 -2.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3781 -3.0724 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4646 -3.4791 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 -0.8090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.1871 -3.6602 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.3600 -4.4736 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -1.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.0519 -2.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 -2.5691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7601 0.2788 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -4.9179 -2.3090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 20 1 0 0 0 0 3 6 1 0 0 0 0 3 10 2 0 0 0 0 4 7 2 0 0 0 0 4 10 1 0 0 0 0 5 8 2 0 0 0 0 5 11 1 0 0 0 0 6 12 2 0 0 0 0 7 12 1 0 0 0 0 8 13 1 0 0 0 0 9 11 2 0 0 0 0 9 14 1 0 0 0 0 10 17 1 0 0 0 0 11 21 1 0 0 0 0 12 22 1 0 0 0 0 13 14 2 0 0 0 0 13 18 1 0 0 0 0 14 19 1 0 0 0 0 15 17 1 0 0 0 0 15 21 1 0 0 0 0 15 23 2 0 0 0 0 16 20 1 0 0 0 0 16 21 1 0 0 0 0 16 24 2 0 0 0 0 17 1 1 6 0 0 0 17 20 1 0 0 0 0 22 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006561
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	59235249
ChEBI
CAS Number

Drug Properties

Molecular Weight	380.02
ALogP	1.4331
MLogP	2.56
XLogP	4.069
HDA	3
HBD	1
Rotatable Bonds	7
TPSA	75.87
RO5 Violation	0