NPASS drugs

Drug Information

Drug ID:	NPD4157
Drug Name:	SDZ-MKS-492
Molecular Formula:	C20H27N5O6
Canonical SMILES:	COCCn1c(=N[C@H](c2ccc(c(c2)OC)OC)CO)[nH]c2c1c(=O)n(c(=O)n2C)C
Standard InCHI:	InChI=1S/C20H27N5O6/c1-23-17-16(18(27)24(2)20(23)28)25(8-9-29-3)19(22-17)21-13(11-26)12-6-7-14(30-4)15(10-12)31-5/h6-7,10,13,26H,8-9,11H2,1-5H3,(H,21,22)/t13-/m0/s1
Standard InCHIKey:	VZLFAVFWNOZVFM-ZDUSSCGKSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4157

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	196
0.1-0.2	1176
0.2-0.3	6500
0.3-0.4	6486
0.4-0.5	7718
0.5-0.6	7650
0.6-0.7	1147
0.7-0.8	16
0.8-0.85	1
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	0.8011	NPC181905
Intermediate Similarity	0.75	NPC13397
Intermediate Similarity	0.7418	NPC247251
Intermediate Similarity	0.7213	NPC59028
Intermediate Similarity	0.7213	NPC92191
Intermediate Similarity	0.7181	NPC164608
Intermediate Similarity	0.7167	NPC474852
Intermediate Similarity	0.715	NPC138083
Intermediate Similarity	0.7114	NPC242728
Intermediate Similarity	0.7104	NPC37205
Intermediate Similarity	0.7104	NPC160931
Intermediate Similarity	0.7088	NPC292003
Intermediate Similarity	0.7031	NPC32064
Intermediate Similarity	0.7026	NPC276120
Intermediate Similarity	0.701	NPC473460
Intermediate Similarity	0.7005	NPC29531
Intermediate Similarity	0.7	NPC149962
Remote Similarity	0.6976	NPC473422
Remote Similarity	0.6965	NPC144314
Remote Similarity	0.695	NPC471563
Remote Similarity	0.694	NPC471073
Remote Similarity	0.694	NPC270811
Remote Similarity	0.6931	NPC50548
Remote Similarity	0.6923	NPC274026
Remote Similarity	0.6914	NPC113236
Remote Similarity	0.6914	NPC214036
Remote Similarity	0.6897	NPC237227
Remote Similarity	0.6897	NPC123859
Remote Similarity	0.6878	NPC231198
Remote Similarity	0.6875	NPC231572
Remote Similarity	0.6859	NPC290759
Remote Similarity	0.6859	NPC158148
Remote Similarity	0.6859	NPC266176
Remote Similarity	0.6859	NPC82533
Remote Similarity	0.6856	NPC474470
Remote Similarity	0.6834	NPC174122
Remote Similarity	0.6834	NPC64140
Remote Similarity	0.6833	NPC9373
Remote Similarity	0.6818	NPC193528
Remote Similarity	0.6806	NPC150879
Remote Similarity	0.6802	NPC235194
Remote Similarity	0.68	NPC11147
Remote Similarity	0.68	NPC138365
Remote Similarity	0.6794	NPC478005
Remote Similarity	0.6788	NPC225597
Remote Similarity	0.6788	NPC477640
Remote Similarity	0.6788	NPC470739
Remote Similarity	0.6786	NPC220961
Remote Similarity	0.6784	NPC234069
Remote Similarity	0.678	NPC299583
Remote Similarity	0.6776	NPC60538
Remote Similarity	0.6776	NPC207824
Remote Similarity	0.6774	NPC169742
Remote Similarity	0.6774	NPC319320
Remote Similarity	0.6774	NPC287757
Remote Similarity	0.6772	NPC254700
Remote Similarity	0.6771	NPC160570
Remote Similarity	0.6771	NPC475686
Remote Similarity	0.6771	NPC58766
Remote Similarity	0.6765	NPC477552
Remote Similarity	0.6765	NPC477550
Remote Similarity	0.6758	NPC324081
Remote Similarity	0.6757	NPC82285
Remote Similarity	0.6757	NPC133011
Remote Similarity	0.6753	NPC2314
Remote Similarity	0.6753	NPC228040
Remote Similarity	0.6746	NPC16249
Remote Similarity	0.6744	NPC471321
Remote Similarity	0.6744	NPC471306
Remote Similarity	0.6743	NPC29650
Remote Similarity	0.674	NPC185838
Remote Similarity	0.674	NPC130926
Remote Similarity	0.6736	NPC474475
Remote Similarity	0.6736	NPC474953
Remote Similarity	0.6735	NPC473404
Remote Similarity	0.6724	NPC93882
Remote Similarity	0.6724	NPC118419
Remote Similarity	0.6724	NPC130595
Remote Similarity	0.6723	NPC41473
Remote Similarity	0.6723	NPC253429
Remote Similarity	0.6723	NPC14600
Remote Similarity	0.6723	NPC312770
Remote Similarity	0.6723	NPC160607
Remote Similarity	0.6723	NPC204848
Remote Similarity	0.6721	NPC147390
Remote Similarity	0.6721	NPC476571
Remote Similarity	0.6721	NPC246587
Remote Similarity	0.6721	NPC24233
Remote Similarity	0.6721	NPC135538
Remote Similarity	0.6721	NPC428
Remote Similarity	0.672	NPC249274
Remote Similarity	0.672	NPC205167
Remote Similarity	0.6718	NPC287152
Remote Similarity	0.6717	NPC315542
Remote Similarity	0.6717	NPC102760
Remote Similarity	0.6713	NPC308906
Remote Similarity	0.6712	NPC35761
Remote Similarity	0.6704	NPC188163
Remote Similarity	0.6704	NPC328750
Remote Similarity	0.6704	NPC474915
Remote Similarity	0.6704	NPC213206
Remote Similarity	0.6703	NPC76213
Remote Similarity	0.6703	NPC277669
Remote Similarity	0.6702	NPC169743
Remote Similarity	0.6702	NPC280022
Remote Similarity	0.6699	NPC477551
Remote Similarity	0.6697	NPC237978
Remote Similarity	0.6686	NPC172403
Remote Similarity	0.6686	NPC313737
Remote Similarity	0.6686	NPC6854
Remote Similarity	0.6686	NPC285078
Remote Similarity	0.6685	NPC182119
Remote Similarity	0.6685	NPC294249
Remote Similarity	0.6685	NPC244338
Remote Similarity	0.6682	NPC471561
Remote Similarity	0.6682	NPC478007
Remote Similarity	0.6667	NPC191376
Remote Similarity	0.6667	NPC174629
Remote Similarity	0.6667	NPC115144
Remote Similarity	0.6667	NPC179825
Remote Similarity	0.6667	NPC277857
Remote Similarity	0.6667	NPC237579
Remote Similarity	0.6667	NPC476580
Remote Similarity	0.6667	NPC321505
Remote Similarity	0.6649	NPC218614
Remote Similarity	0.6649	NPC147091
Remote Similarity	0.6649	NPC124433
Remote Similarity	0.6649	NPC57512
Remote Similarity	0.6649	NPC329911
Remote Similarity	0.6649	NPC233650
Remote Similarity	0.6649	NPC293871
Remote Similarity	0.6648	NPC218530
Remote Similarity	0.6648	NPC314682
Remote Similarity	0.6636	NPC136924
Remote Similarity	0.6634	NPC477526
Remote Similarity	0.6633	NPC304675
Remote Similarity	0.6633	NPC49353
Remote Similarity	0.6633	NPC187678
Remote Similarity	0.6633	NPC299806
Remote Similarity	0.6632	NPC252960
Remote Similarity	0.6632	NPC100566
Remote Similarity	0.6632	NPC158900
Remote Similarity	0.6632	NPC472923
Remote Similarity	0.6629	NPC252107
Remote Similarity	0.6621	NPC478008
Remote Similarity	0.6621	NPC250960
Remote Similarity	0.6621	NPC71539
Remote Similarity	0.6621	NPC46970
Remote Similarity	0.662	NPC471532
Remote Similarity	0.6618	NPC473450
Remote Similarity	0.6616	NPC244554
Remote Similarity	0.6615	NPC134858
Remote Similarity	0.6615	NPC76116
Remote Similarity	0.6614	NPC148014
Remote Similarity	0.6614	NPC129603
Remote Similarity	0.6614	NPC40389
Remote Similarity	0.6614	NPC315707
Remote Similarity	0.6614	NPC65490
Remote Similarity	0.6614	NPC78359
Remote Similarity	0.6613	NPC476568
Remote Similarity	0.6611	NPC204546
Remote Similarity	0.6606	NPC266994
Remote Similarity	0.66	NPC156576
Remote Similarity	0.6599	NPC237044
Remote Similarity	0.6599	NPC241704
Remote Similarity	0.6588	NPC194699
Remote Similarity	0.6588	NPC219350
Remote Similarity	0.6582	NPC4669
Remote Similarity	0.658	NPC473693
Remote Similarity	0.658	NPC471568
Remote Similarity	0.658	NPC329717
Remote Similarity	0.658	NPC476002
Remote Similarity	0.658	NPC196091
Remote Similarity	0.6579	NPC329837
Remote Similarity	0.6579	NPC69360
Remote Similarity	0.6578	NPC275027
Remote Similarity	0.6576	NPC476151
Remote Similarity	0.6573	NPC197125
Remote Similarity	0.6573	NPC99078
Remote Similarity	0.6573	NPC469808
Remote Similarity	0.6571	NPC308885
Remote Similarity	0.6571	NPC255550
Remote Similarity	0.6571	NPC329595
Remote Similarity	0.6571	NPC326599
Remote Similarity	0.657	NPC267414
Remote Similarity	0.6567	NPC94862
Remote Similarity	0.6566	NPC474325
Remote Similarity	0.6564	NPC17698
Remote Similarity	0.6564	NPC109925
Remote Similarity	0.6562	NPC320104
Remote Similarity	0.6562	NPC476569
Remote Similarity	0.6559	NPC220858
Remote Similarity	0.6559	NPC192768
Remote Similarity	0.6559	NPC88249
Remote Similarity	0.6559	NPC97221
Remote Similarity	0.6559	NPC151895
Remote Similarity	0.6557	NPC110337
Remote Similarity	0.655	NPC248642
Remote Similarity	0.6548	NPC97526
Remote Similarity	0.6548	NPC119652

Drug Structure

NPD4157 OpenBabel08211704332D 33 35 0 0 1 0 0 0 0 0999 V2000 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6102 3.1622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2709 -2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7709 -3.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2709 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2709 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9921 1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3230 2.0032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2709 -2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2709 -2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7709 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7709 -1.3660 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.7709 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2709 -2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2709 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -1.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 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 2.6831 0.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.7709 -3.0981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6320 2.9543 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.7709 -1.3660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7709 -3.0981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9921 -2.2601 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2709 -3.9641 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 24 1 0 0 0 0 3 29 1 0 0 0 0 4 30 1 0 0 0 0 5 31 1 0 0 0 0 6 7 2 0 0 0 0 6 12 1 0 0 0 0 7 14 1 0 0 0 0 8 9 1 0 0 0 0 8 25 1 0 0 0 0 9 29 1 0 0 0 0 10 12 2 0 0 0 0 10 15 1 0 0 0 0 11 26 1 0 0 0 0 12 13 1 0 0 0 0 13 11 1 6 0 0 0 13 21 1 0 0 0 0 14 15 2 0 0 0 0 14 30 1 0 0 0 0 15 31 1 0 0 0 0 16 17 2 0 0 0 0 16 18 1 0 0 0 0 16 25 1 0 0 0 0 17 22 1 0 0 0 0 17 23 1 0 0 0 0 18 24 1 0 0 0 0 18 27 2 0 0 0 0 19 21 2 3 0 0 0 19 22 1 0 0 0 0 19 25 1 0 0 0 0 20 23 1 0 0 0 0 20 24 1 0 0 0 0 20 28 2 0 0 0 0 22 32 1 0 0 0 0 26 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010216
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	433.20
ALogP	-1.7292
MLogP	2.45
XLogP	1.049
HDA	9
HBD	2
Rotatable Bonds	14
TPSA	116.17
RO5 Violation	0