NPASS drugs

Drug Information

Drug ID:	NPD5055
Drug Name:
Molecular Formula:	C22H25ClN2O4S
Canonical SMILES:	COc1ccc(cc1)[C@@H]1Sc2cc(Cl)ccc2N(C(=O)[C@@H]1OC(=O)C)CCN(C)C
Standard InCHI:	InChI=1S/C22H25ClN2O4S/c1-14(26)29-20-21(15-5-8-17(28-4)9-6-15)30-19-13-16(23)7-10-18(19)25(22(20)27)12-11-24(2)3/h5-10,13,20-21H,11-12H2,1-4H3/t20-,21+/m1/s1
Standard InCHIKey:	GYKFWCDBQAFCLJ-RTWAWAEBSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5055

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	245
0.1-0.2	1910
0.2-0.3	8819
0.3-0.4	4217
0.4-0.5	13535
0.5-0.6	2080
0.6-0.7	84
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	0.6772	NPC189908
Remote Similarity	0.6524	NPC329731
Remote Similarity	0.6509	NPC477526
Remote Similarity	0.6473	NPC251036
Remote Similarity	0.6445	NPC4910
Remote Similarity	0.6436	NPC473502
Remote Similarity	0.6432	NPC301163
Remote Similarity	0.6425	NPC9373
Remote Similarity	0.6413	NPC145178
Remote Similarity	0.6413	NPC475350
Remote Similarity	0.6413	NPC14877
Remote Similarity	0.6402	NPC473004
Remote Similarity	0.6373	NPC196091
Remote Similarity	0.6372	NPC471825
Remote Similarity	0.6364	NPC266425
Remote Similarity	0.6343	NPC59827
Remote Similarity	0.6343	NPC184933
Remote Similarity	0.6333	NPC314659
Remote Similarity	0.6332	NPC77777
Remote Similarity	0.6329	NPC323198
Remote Similarity	0.6311	NPC73280
Remote Similarity	0.6286	NPC197335
Remote Similarity	0.6274	NPC315542
Remote Similarity	0.6274	NPC473007
Remote Similarity	0.6267	NPC243626
Remote Similarity	0.6267	NPC230313
Remote Similarity	0.6263	NPC307682
Remote Similarity	0.6261	NPC207971
Remote Similarity	0.6256	NPC477527
Remote Similarity	0.6234	NPC475609
Remote Similarity	0.6233	NPC473008
Remote Similarity	0.6233	NPC268077
Remote Similarity	0.6214	NPC269383
Remote Similarity	0.6214	NPC151030
Remote Similarity	0.6199	NPC67904
Remote Similarity	0.6193	NPC198401
Remote Similarity	0.619	NPC475421
Remote Similarity	0.6168	NPC87391
Remote Similarity	0.6161	NPC257511
Remote Similarity	0.6158	NPC93653
Remote Similarity	0.615	NPC302235
Remote Similarity	0.6146	NPC299582
Remote Similarity	0.6146	NPC254700
Remote Similarity	0.6143	NPC311357
Remote Similarity	0.614	NPC232872
Remote Similarity	0.614	NPC21425
Remote Similarity	0.6132	NPC288305
Remote Similarity	0.6114	NPC127996
Remote Similarity	0.6106	NPC471648
Remote Similarity	0.6103	NPC308197
Remote Similarity	0.6103	NPC470112
Remote Similarity	0.6103	NPC470903
Remote Similarity	0.6103	NPC167763
Remote Similarity	0.6098	NPC472923
Remote Similarity	0.6093	NPC262725
Remote Similarity	0.6089	NPC473422
Remote Similarity	0.6087	NPC473006
Remote Similarity	0.6085	NPC85613
Remote Similarity	0.6077	NPC49315
Remote Similarity	0.6071	NPC473005
Remote Similarity	0.6068	NPC274268
Remote Similarity	0.6059	NPC287757
Remote Similarity	0.6059	NPC319320
Remote Similarity	0.6054	NPC138830
Remote Similarity	0.6053	NPC477160
Remote Similarity	0.6049	NPC191863
Remote Similarity	0.6049	NPC133470
Remote Similarity	0.6049	NPC289776
Remote Similarity	0.6047	NPC299806
Remote Similarity	0.6044	NPC473460
Remote Similarity	0.6042	NPC138365
Remote Similarity	0.6036	NPC71124
Remote Similarity	0.6036	NPC100863
Remote Similarity	0.603	NPC324081
Remote Similarity	0.6018	NPC108847
Remote Similarity	0.6017	NPC148124
Remote Similarity	0.601	NPC315388
Remote Similarity	0.601	NPC105717
Remote Similarity	0.6009	NPC45112
Remote Similarity	0.6009	NPC271958
Remote Similarity	0.6009	NPC473569
Remote Similarity	0.6009	NPC263507
Remote Similarity	0.6009	NPC134413
Remote Similarity	0.6	NPC328763
Remote Similarity	0.5991	NPC477161
Remote Similarity	0.5991	NPC189661
Remote Similarity	0.599	NPC29650
Remote Similarity	0.5982	NPC22476
Remote Similarity	0.598	NPC132771
Remote Similarity	0.5975	NPC99724
Remote Similarity	0.5972	NPC279871
Remote Similarity	0.5966	NPC234772
Remote Similarity	0.5957	NPC288110
Remote Similarity	0.5955	NPC204970
Remote Similarity	0.5952	NPC471604
Remote Similarity	0.595	NPC242000
Remote Similarity	0.5949	NPC478141
Remote Similarity	0.5947	NPC14339
Remote Similarity	0.5938	NPC5374
Remote Similarity	0.5936	NPC474059
Remote Similarity	0.5935	NPC471614
Remote Similarity	0.5935	NPC222592
Remote Similarity	0.5935	NPC168486
Remote Similarity	0.5935	NPC5167
Remote Similarity	0.5933	NPC186617
Remote Similarity	0.5931	NPC471532
Remote Similarity	0.5928	NPC254957
Remote Similarity	0.5917	NPC248903
Remote Similarity	0.5915	NPC197141
Remote Similarity	0.5913	NPC471561
Remote Similarity	0.5909	NPC81026
Remote Similarity	0.5907	NPC472163
Remote Similarity	0.5907	NPC46259
Remote Similarity	0.5905	NPC473693
Remote Similarity	0.5905	NPC159815
Remote Similarity	0.5905	NPC471568
Remote Similarity	0.5905	NPC10732
Remote Similarity	0.5904	NPC124776
Remote Similarity	0.5904	NPC250476
Remote Similarity	0.5903	NPC41216
Remote Similarity	0.59	NPC122886
Remote Similarity	0.5899	NPC322621
Remote Similarity	0.5897	NPC476475
Remote Similarity	0.5895	NPC194699
Remote Similarity	0.5895	NPC219350
Remote Similarity	0.5893	NPC323662
Remote Similarity	0.5891	NPC286551
Remote Similarity	0.589	NPC222046
Remote Similarity	0.5888	NPC194671
Remote Similarity	0.5888	NPC321211
Remote Similarity	0.5888	NPC269750
Remote Similarity	0.5885	NPC470392
Remote Similarity	0.5882	NPC255253
Remote Similarity	0.588	NPC86678
Remote Similarity	0.5877	NPC87714
Remote Similarity	0.5876	NPC196708
Remote Similarity	0.5875	NPC26928
Remote Similarity	0.5873	NPC218323
Remote Similarity	0.5864	NPC231382
Remote Similarity	0.5864	NPC174629
Remote Similarity	0.5862	NPC326333
Remote Similarity	0.5862	NPC277306
Remote Similarity	0.5862	NPC469442
Remote Similarity	0.586	NPC166169
Remote Similarity	0.5859	NPC168750
Remote Similarity	0.5859	NPC266741
Remote Similarity	0.5853	NPC471050
Remote Similarity	0.5853	NPC471048
Remote Similarity	0.5853	NPC471049
Remote Similarity	0.5849	NPC307640
Remote Similarity	0.5848	NPC314948
Remote Similarity	0.5838	NPC83289
Remote Similarity	0.5838	NPC189724
Remote Similarity	0.5838	NPC212850
Remote Similarity	0.5837	NPC469479
Remote Similarity	0.5837	NPC1820
Remote Similarity	0.5837	NPC473407
Remote Similarity	0.5837	NPC473378
Remote Similarity	0.5833	NPC257390
Remote Similarity	0.5822	NPC227778
Remote Similarity	0.5822	NPC164608
Remote Similarity	0.5816	NPC319645
Remote Similarity	0.5813	NPC291173
Remote Similarity	0.5812	NPC326027
Remote Similarity	0.5812	NPC283079
Remote Similarity	0.5812	NPC25539
Remote Similarity	0.5811	NPC165538
Remote Similarity	0.581	NPC314861
Remote Similarity	0.5806	NPC220961
Remote Similarity	0.5804	NPC473371
Remote Similarity	0.5799	NPC149571
Remote Similarity	0.5798	NPC128115
Remote Similarity	0.5796	NPC323752
Remote Similarity	0.5792	NPC45389
Remote Similarity	0.5792	NPC122427
Remote Similarity	0.5789	NPC184680
Remote Similarity	0.5787	NPC153554
Remote Similarity	0.5787	NPC283810
Remote Similarity	0.5785	NPC203972
Remote Similarity	0.5785	NPC473458
Remote Similarity	0.5784	NPC39431
Remote Similarity	0.5783	NPC195787
Remote Similarity	0.5783	NPC246140
Remote Similarity	0.5782	NPC469505
Remote Similarity	0.5781	NPC303658
Remote Similarity	0.578	NPC294951
Remote Similarity	0.5778	NPC478049
Remote Similarity	0.5777	NPC212699
Remote Similarity	0.5777	NPC207675
Remote Similarity	0.5777	NPC56635
Remote Similarity	0.5775	NPC137627
Remote Similarity	0.5775	NPC306804
Remote Similarity	0.5775	NPC248670
Remote Similarity	0.5768	NPC231924
Remote Similarity	0.5766	NPC470785
Remote Similarity	0.5764	NPC144691
Remote Similarity	0.5764	NPC214239
Remote Similarity	0.5764	NPC75498
Remote Similarity	0.5763	NPC471531
Remote Similarity	0.5762	NPC24954

Drug Structure

NPD5055 OpenBabel08211706322D 30 32 0 0 1 0 0 0 0 0999 V2000 -2.0200 -1.4465 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6900 -2.4787 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1210 -1.5030 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1113 4.5283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5132 3.0283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3792 1.5283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1123 1.4988 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3792 3.5283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2452 2.0283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4888 0.7170 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5605 -0.7515 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5633 -0.8262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7581 2.5787 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8018 -0.8230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5132 2.0283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7470 2.4297 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2452 3.0283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1347 1.7969 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7219 0.5311 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6472 1.5283 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9888 -0.1490 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3705 3.2115 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.1238 -1.5777 0.0000 N 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 -3.7327 -1.1884 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2836 -1.1046 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1113 3.5283 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6528 0.1658 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8209 2.0917 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 24 1 0 0 0 0 3 24 1 0 0 0 0 4 28 1 0 0 0 0 5 8 1 0 0 0 0 5 15 2 0 0 0 0 6 9 2 0 0 0 0 6 15 1 0 0 0 0 7 10 2 0 0 0 0 7 16 1 0 0 0 0 8 17 2 0 0 0 0 9 17 1 0 0 0 0 10 18 1 0 0 0 0 11 12 1 0 0 0 0 11 24 1 0 0 0 0 12 25 1 0 0 0 0 13 16 2 0 0 0 0 13 19 1 0 0 0 0 14 26 2 0 0 0 0 14 29 1 0 0 0 0 16 23 1 0 0 0 0 17 28 1 0 0 0 0 18 19 2 0 0 0 0 18 25 1 0 0 0 0 19 30 1 0 0 0 0 20 21 1 0 0 0 0 20 22 1 0 0 0 0 20 29 1 6 0 0 0 21 15 1 6 0 0 0 21 30 1 0 0 0 0 22 25 1 0 0 0 0 22 27 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000446
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	57026
ChEBI
CAS Number

Drug Properties

Molecular Weight	448.12
ALogP	0.6006
MLogP	3
XLogP	3.736
HDA	5
HBD	0
Rotatable Bonds	12
TPSA	84.38
RO5 Violation	0