NPASS drugs

Drug Information

Drug ID:	NPD5050
Drug Name:	Arbidol
Molecular Formula:	C22H25BrN2O3S
Canonical SMILES:	CCOC(=O)c1c(CSc2ccccc2)n(c2c1c(CN(C)C)c(O)c(c2)Br)C
Standard InCHI:	InChI=1S/C22H25BrN2O3S/c1-5-28-22(27)20-18(13-29-14-9-7-6-8-10-14)25(4)17-11-16(23)21(26)15(19(17)20)12-24(2)3/h6-11,26H,5,12-13H2,1-4H3
Standard InCHIKey:	KCFYEAOKVJSACF-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5050

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	350
0.1-0.2	2180
0.2-0.3	8993
0.3-0.4	5340
0.4-0.5	11264
0.5-0.6	2028
0.6-0.7	726
0.7-0.8	9
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	0.7686	NPC216369
Intermediate Similarity	0.7314	NPC74360
Intermediate Similarity	0.7137	NPC280714
Intermediate Similarity	0.7025	NPC9894
Intermediate Similarity	0.7008	NPC245055
Intermediate Similarity	0.7008	NPC97902
Intermediate Similarity	0.7008	NPC33064
Intermediate Similarity	0.7	NPC53344
Intermediate Similarity	0.7	NPC193238
Remote Similarity	0.698	NPC74969
Remote Similarity	0.6929	NPC474192
Remote Similarity	0.6929	NPC475720
Remote Similarity	0.6926	NPC472098
Remote Similarity	0.6908	NPC280799
Remote Similarity	0.6888	NPC476121
Remote Similarity	0.6888	NPC82053
Remote Similarity	0.6867	NPC472099
Remote Similarity	0.6865	NPC60006
Remote Similarity	0.6863	NPC321592
Remote Similarity	0.6863	NPC54803
Remote Similarity	0.6855	NPC477609
Remote Similarity	0.685	NPC223409
Remote Similarity	0.6842	NPC469928
Remote Similarity	0.6838	NPC304307
Remote Similarity	0.6838	NPC118559
Remote Similarity	0.6838	NPC124920
Remote Similarity	0.6838	NPC34580
Remote Similarity	0.6836	NPC284888
Remote Similarity	0.6834	NPC37152
Remote Similarity	0.6827	NPC255110
Remote Similarity	0.6824	NPC474701
Remote Similarity	0.6811	NPC100547
Remote Similarity	0.68	NPC276657
Remote Similarity	0.6795	NPC82472
Remote Similarity	0.6789	NPC219087
Remote Similarity	0.6786	NPC51388
Remote Similarity	0.6784	NPC95240
Remote Similarity	0.6784	NPC322135
Remote Similarity	0.6772	NPC261251
Remote Similarity	0.677	NPC329631
Remote Similarity	0.6769	NPC475816
Remote Similarity	0.6762	NPC171787
Remote Similarity	0.6759	NPC245348
Remote Similarity	0.6758	NPC14288
Remote Similarity	0.6757	NPC15801
Remote Similarity	0.6757	NPC6786
Remote Similarity	0.6751	NPC276517
Remote Similarity	0.6749	NPC476124
Remote Similarity	0.6742	NPC329982
Remote Similarity	0.6738	NPC194040
Remote Similarity	0.6732	NPC200553
Remote Similarity	0.6732	NPC214142
Remote Similarity	0.6729	NPC181081
Remote Similarity	0.6718	NPC272549
Remote Similarity	0.6718	NPC477549
Remote Similarity	0.6707	NPC314834
Remote Similarity	0.6706	NPC478078
Remote Similarity	0.6694	NPC39679
Remote Similarity	0.668	NPC174489
Remote Similarity	0.668	NPC474145
Remote Similarity	0.668	NPC182222
Remote Similarity	0.668	NPC477608
Remote Similarity	0.668	NPC300156
Remote Similarity	0.668	NPC475841
Remote Similarity	0.6667	NPC67401
Remote Similarity	0.6654	NPC162002
Remote Similarity	0.6653	NPC96321
Remote Similarity	0.6653	NPC314297
Remote Similarity	0.6653	NPC315545
Remote Similarity	0.6642	NPC129897
Remote Similarity	0.6642	NPC471536
Remote Similarity	0.664	NPC3207
Remote Similarity	0.664	NPC309845
Remote Similarity	0.663	NPC478083
Remote Similarity	0.6628	NPC26641
Remote Similarity	0.6627	NPC477610
Remote Similarity	0.6625	NPC90229
Remote Similarity	0.6612	NPC472111
Remote Similarity	0.6612	NPC314855
Remote Similarity	0.6612	NPC313345
Remote Similarity	0.6612	NPC315638
Remote Similarity	0.6612	NPC213308
Remote Similarity	0.6612	NPC313796
Remote Similarity	0.661	NPC44354
Remote Similarity	0.6602	NPC279189
Remote Similarity	0.66	NPC118228
Remote Similarity	0.6598	NPC102008
Remote Similarity	0.6586	NPC207020
Remote Similarity	0.6585	NPC321428
Remote Similarity	0.6571	NPC314648
Remote Similarity	0.6564	NPC474688
Remote Similarity	0.656	NPC316181
Remote Similarity	0.656	NPC74562
Remote Similarity	0.656	NPC151781
Remote Similarity	0.6557	NPC89549
Remote Similarity	0.6553	NPC475844
Remote Similarity	0.6553	NPC210296
Remote Similarity	0.655	NPC477607
Remote Similarity	0.655	NPC246381
Remote Similarity	0.655	NPC274640
Remote Similarity	0.6546	NPC220337
Remote Similarity	0.6546	NPC87413
Remote Similarity	0.6545	NPC45190
Remote Similarity	0.6541	NPC207620
Remote Similarity	0.6538	NPC207686
Remote Similarity	0.6535	NPC150239
Remote Similarity	0.6531	NPC476098
Remote Similarity	0.6531	NPC317572
Remote Similarity	0.6522	NPC174576
Remote Similarity	0.6522	NPC191310
Remote Similarity	0.652	NPC264176
Remote Similarity	0.6518	NPC193777
Remote Similarity	0.6518	NPC270918
Remote Similarity	0.6515	NPC222018
Remote Similarity	0.6513	NPC473105
Remote Similarity	0.6512	NPC157931
Remote Similarity	0.6508	NPC330009
Remote Similarity	0.6507	NPC318068
Remote Similarity	0.6506	NPC303951
Remote Similarity	0.6506	NPC134637
Remote Similarity	0.6498	NPC227824
Remote Similarity	0.6498	NPC473449
Remote Similarity	0.6489	NPC475635
Remote Similarity	0.6486	NPC132385
Remote Similarity	0.6484	NPC144452
Remote Similarity	0.6484	NPC475746
Remote Similarity	0.6483	NPC282103
Remote Similarity	0.6482	NPC293151
Remote Similarity	0.6481	NPC473800
Remote Similarity	0.648	NPC23294
Remote Similarity	0.6479	NPC208522
Remote Similarity	0.6478	NPC472286
Remote Similarity	0.6478	NPC472287
Remote Similarity	0.6475	NPC315491
Remote Similarity	0.6475	NPC45459
Remote Similarity	0.6473	NPC473506
Remote Similarity	0.6471	NPC246700
Remote Similarity	0.6471	NPC128751
Remote Similarity	0.6471	NPC469439
Remote Similarity	0.6471	NPC174760
Remote Similarity	0.6468	NPC270515
Remote Similarity	0.6466	NPC84347
Remote Similarity	0.6466	NPC279589
Remote Similarity	0.6464	NPC473187
Remote Similarity	0.6459	NPC76565
Remote Similarity	0.6457	NPC46561
Remote Similarity	0.6457	NPC184408
Remote Similarity	0.6457	NPC247803
Remote Similarity	0.6455	NPC178858
Remote Similarity	0.6452	NPC88008
Remote Similarity	0.6448	NPC87152
Remote Similarity	0.6448	NPC476110
Remote Similarity	0.6448	NPC475600
Remote Similarity	0.6448	NPC74575
Remote Similarity	0.6448	NPC475631
Remote Similarity	0.6444	NPC469497
Remote Similarity	0.6444	NPC106833
Remote Similarity	0.6444	NPC45048
Remote Similarity	0.6443	NPC152768
Remote Similarity	0.6443	NPC148183
Remote Similarity	0.644	NPC470020
Remote Similarity	0.644	NPC471304
Remote Similarity	0.6437	NPC475596
Remote Similarity	0.6437	NPC475303
Remote Similarity	0.6436	NPC191489
Remote Similarity	0.6434	NPC475498
Remote Similarity	0.6434	NPC21638
Remote Similarity	0.6434	NPC475137
Remote Similarity	0.6432	NPC88315
Remote Similarity	0.6429	NPC477066
Remote Similarity	0.6429	NPC148889
Remote Similarity	0.6426	NPC327769
Remote Similarity	0.6426	NPC253675
Remote Similarity	0.6423	NPC470486
Remote Similarity	0.6423	NPC311906
Remote Similarity	0.6423	NPC471190
Remote Similarity	0.6423	NPC475644
Remote Similarity	0.6423	NPC471977
Remote Similarity	0.6421	NPC183537
Remote Similarity	0.642	NPC153042
Remote Similarity	0.642	NPC478141
Remote Similarity	0.6418	NPC478012
Remote Similarity	0.6417	NPC246658
Remote Similarity	0.6414	NPC246518
Remote Similarity	0.6414	NPC294375
Remote Similarity	0.6412	NPC49547
Remote Similarity	0.6412	NPC30456
Remote Similarity	0.641	NPC478080
Remote Similarity	0.6409	NPC24370
Remote Similarity	0.6409	NPC319232
Remote Similarity	0.6404	NPC478081
Remote Similarity	0.6404	NPC477067
Remote Similarity	0.6404	NPC478082
Remote Similarity	0.6404	NPC473540
Remote Similarity	0.6403	NPC100734
Remote Similarity	0.6403	NPC315634
Remote Similarity	0.6403	NPC88923
Remote Similarity	0.6402	NPC108342
Remote Similarity	0.6398	NPC24019
Remote Similarity	0.6395	NPC57797

Drug Structure

NPD5050 OpenBabel08211706322D 30 32 0 0 0 0 0 0 0 0999 V2000 -0.7202 3.3884 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 2.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5491 1.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3090 -2.5691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0511 2.6453 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0878 -1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5878 -2.5411 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5878 -2.5411 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 1.1910 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 3.0878 -1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 -0.8090 0.0000 C 0 0 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 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 -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 -3.5491 -1.8090 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 1.6910 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.6180 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.5491 0.1910 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2872 1.1590 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3601 1.6942 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0878 -1.6750 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -4.4152 -0.3090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 24 1 0 0 0 0 3 24 1 0 0 0 0 4 25 1 0 0 0 0 5 28 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 9 1 0 0 0 0 8 10 2 0 0 0 0 9 14 2 0 0 0 0 10 14 1 0 0 0 0 11 16 1 0 0 0 0 11 17 2 0 0 0 0 12 15 1 0 0 0 0 12 24 1 0 0 0 0 13 18 1 0 0 0 0 13 29 1 0 0 0 0 14 29 1 0 0 0 0 15 19 2 0 0 0 0 15 21 1 0 0 0 0 16 21 2 0 0 0 0 16 23 1 0 0 0 0 17 19 1 0 0 0 0 17 25 1 0 0 0 0 18 20 2 0 0 0 0 18 25 1 0 0 0 0 19 20 1 0 0 0 0 20 22 1 0 0 0 0 21 26 1 0 0 0 0 22 27 2 0 0 0 0 22 28 1 0 0 0 0 26 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000271
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	131410
ChEBI
CAS Number

Drug Properties

Molecular Weight	476.08
ALogP	1.6372
MLogP	3.11
XLogP	4.645
HDA	4
HBD	1
Rotatable Bonds	14
TPSA	80
RO5 Violation	0