NPASS drugs

Drug Information

Drug ID:	NPD4433
Drug Name:	Y-27152
Molecular Formula:	C21H22N2O5
Canonical SMILES:	N#Cc1ccc2c(c1)[C@@H](N(OC(=O)C)OCc1ccccc1)[C@@H](C(O2)(C)C)O
Standard InCHI:	InChI=1S/C21H22N2O5/c1-14(24)28-23(26-13-15-7-5-4-6-8-15)19-17-11-16(12-22)9-10-18(17)27-21(2,3)20(19)25/h4-11,19-20,25H,13H2,1-3H3/t19-,20+/m1/s1
Standard InCHIKey:	RPBCIHYIPPRQRE-UXHICEINSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4433

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	143
0.1-0.2	837
0.2-0.3	2552
0.3-0.4	8401
0.4-0.5	4950
0.5-0.6	7390
0.6-0.7	6465
0.7-0.8	152
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	0.7785	NPC473993
Intermediate Similarity	0.7562	NPC313414
Intermediate Similarity	0.7421	NPC312881
Intermediate Similarity	0.7421	NPC204546
Intermediate Similarity	0.7405	NPC232246
Intermediate Similarity	0.7405	NPC153818
Intermediate Similarity	0.7391	NPC97004
Intermediate Similarity	0.7391	NPC161155
Intermediate Similarity	0.7391	NPC136951
Intermediate Similarity	0.7375	NPC195357
Intermediate Similarity	0.7375	NPC152771
Intermediate Similarity	0.7375	NPC287286
Intermediate Similarity	0.7358	NPC279573
Intermediate Similarity	0.7355	NPC103799
Intermediate Similarity	0.7346	NPC97282
Intermediate Similarity	0.7342	NPC78746
Intermediate Similarity	0.7342	NPC224543
Intermediate Similarity	0.7342	NPC188380
Intermediate Similarity	0.7305	NPC207675
Intermediate Similarity	0.7305	NPC56635
Intermediate Similarity	0.7305	NPC212699
Intermediate Similarity	0.7301	NPC132771
Intermediate Similarity	0.7296	NPC294456
Intermediate Similarity	0.7296	NPC281014
Intermediate Similarity	0.7296	NPC212124
Intermediate Similarity	0.7296	NPC155963
Intermediate Similarity	0.7296	NPC225106
Intermediate Similarity	0.7296	NPC184861
Intermediate Similarity	0.7278	NPC472525
Intermediate Similarity	0.725	NPC211110
Intermediate Similarity	0.725	NPC151946
Intermediate Similarity	0.7247	NPC32154
Intermediate Similarity	0.7244	NPC470392
Intermediate Similarity	0.7239	NPC471824
Intermediate Similarity	0.7233	NPC26954
Intermediate Similarity	0.7233	NPC38099
Intermediate Similarity	0.7232	NPC241704
Intermediate Similarity	0.7222	NPC184053
Intermediate Similarity	0.7215	NPC213173
Intermediate Similarity	0.7215	NPC124085
Intermediate Similarity	0.7215	NPC62366
Intermediate Similarity	0.7215	NPC224475
Intermediate Similarity	0.7215	NPC117048
Intermediate Similarity	0.7215	NPC180716
Intermediate Similarity	0.7208	NPC198798
Intermediate Similarity	0.7195	NPC85624
Intermediate Similarity	0.7195	NPC469701
Intermediate Similarity	0.7171	NPC474130
Intermediate Similarity	0.717	NPC79957
Intermediate Similarity	0.7161	NPC87224
Intermediate Similarity	0.7161	NPC222572
Intermediate Similarity	0.7161	NPC274717
Intermediate Similarity	0.7152	NPC92805
Intermediate Similarity	0.7152	NPC318400
Intermediate Similarity	0.7152	NPC107120
Intermediate Similarity	0.7152	NPC207002
Intermediate Similarity	0.7152	NPC296624
Intermediate Similarity	0.7152	NPC167111
Intermediate Similarity	0.7152	NPC74320
Intermediate Similarity	0.7152	NPC115144
Intermediate Similarity	0.7152	NPC277857
Intermediate Similarity	0.7152	NPC133956
Intermediate Similarity	0.7152	NPC85435
Intermediate Similarity	0.7152	NPC471910
Intermediate Similarity	0.7151	NPC469479
Intermediate Similarity	0.7143	NPC475836
Intermediate Similarity	0.7125	NPC262585
Intermediate Similarity	0.7125	NPC20829
Intermediate Similarity	0.7125	NPC3049
Intermediate Similarity	0.7125	NPC18189
Intermediate Similarity	0.7117	NPC178466
Intermediate Similarity	0.7117	NPC131971
Intermediate Similarity	0.7117	NPC63628
Intermediate Similarity	0.7108	NPC296377
Intermediate Similarity	0.7108	NPC471764
Intermediate Similarity	0.7108	NPC87950
Intermediate Similarity	0.7107	NPC319859
Intermediate Similarity	0.7107	NPC164269
Intermediate Similarity	0.7107	NPC166672
Intermediate Similarity	0.7107	NPC127888
Intermediate Similarity	0.7107	NPC198381
Intermediate Similarity	0.7107	NPC204353
Intermediate Similarity	0.7107	NPC100986
Intermediate Similarity	0.7107	NPC267412
Intermediate Similarity	0.7107	NPC84894
Intermediate Similarity	0.7107	NPC287182
Intermediate Similarity	0.7107	NPC47163
Intermediate Similarity	0.7107	NPC260265
Intermediate Similarity	0.7107	NPC18804
Intermediate Similarity	0.7107	NPC326600
Intermediate Similarity	0.7107	NPC50896
Intermediate Similarity	0.7107	NPC74655
Intermediate Similarity	0.7107	NPC195343
Intermediate Similarity	0.7105	NPC204535
Intermediate Similarity	0.7105	NPC46586
Intermediate Similarity	0.7101	NPC18249
Intermediate Similarity	0.7101	NPC305700
Intermediate Similarity	0.7101	NPC197741
Intermediate Similarity	0.7101	NPC10221
Intermediate Similarity	0.7101	NPC140915
Intermediate Similarity	0.7101	NPC187028
Intermediate Similarity	0.7091	NPC163898
Intermediate Similarity	0.7083	NPC103116
Intermediate Similarity	0.7081	NPC474687
Intermediate Similarity	0.7081	NPC36434
Intermediate Similarity	0.7081	NPC126206
Intermediate Similarity	0.7066	NPC103379
Intermediate Similarity	0.7066	NPC477565
Intermediate Similarity	0.7066	NPC169510
Intermediate Similarity	0.7063	NPC281241
Intermediate Similarity	0.7063	NPC33986
Intermediate Similarity	0.7063	NPC471625
Intermediate Similarity	0.7063	NPC472424
Intermediate Similarity	0.7063	NPC471909
Intermediate Similarity	0.7063	NPC86892
Intermediate Similarity	0.7048	NPC476151
Intermediate Similarity	0.7044	NPC31849
Intermediate Similarity	0.7044	NPC263064
Intermediate Similarity	0.7037	NPC35501
Intermediate Similarity	0.7037	NPC37428
Intermediate Similarity	0.7037	NPC278600
Intermediate Similarity	0.7037	NPC298821
Intermediate Similarity	0.7037	NPC47040
Intermediate Similarity	0.7037	NPC144512
Intermediate Similarity	0.7037	NPC137262
Intermediate Similarity	0.7032	NPC276212
Intermediate Similarity	0.7025	NPC162801
Intermediate Similarity	0.7025	NPC29734
Intermediate Similarity	0.702	NPC321133
Intermediate Similarity	0.7019	NPC283019
Intermediate Similarity	0.7019	NPC471664
Intermediate Similarity	0.7019	NPC470802
Intermediate Similarity	0.7019	NPC471665
Intermediate Similarity	0.7019	NPC128529
Intermediate Similarity	0.7019	NPC231163
Intermediate Similarity	0.7019	NPC318591
Intermediate Similarity	0.7019	NPC177281
Intermediate Similarity	0.7019	NPC160727
Intermediate Similarity	0.7019	NPC476455
Intermediate Similarity	0.7019	NPC55615
Intermediate Similarity	0.7019	NPC166180
Intermediate Similarity	0.7019	NPC149320
Intermediate Similarity	0.7019	NPC471630
Intermediate Similarity	0.7006	NPC470935
Intermediate Similarity	0.7006	NPC471032
Intermediate Similarity	0.7	NPC98179
Intermediate Similarity	0.7	NPC473054
Intermediate Similarity	0.7	NPC314025
Intermediate Similarity	0.7	NPC184269
Intermediate Similarity	0.7	NPC302610
Intermediate Similarity	0.7	NPC253574
Intermediate Similarity	0.7	NPC131950
Remote Similarity	0.6994	NPC123761
Remote Similarity	0.6988	NPC226722
Remote Similarity	0.6981	NPC13005
Remote Similarity	0.6981	NPC230219
Remote Similarity	0.6971	NPC469505
Remote Similarity	0.6968	NPC136112
Remote Similarity	0.6968	NPC320242
Remote Similarity	0.6968	NPC278552
Remote Similarity	0.6968	NPC285040
Remote Similarity	0.6968	NPC188022
Remote Similarity	0.6968	NPC81641
Remote Similarity	0.6968	NPC103420
Remote Similarity	0.6968	NPC17809
Remote Similarity	0.6968	NPC102540
Remote Similarity	0.6968	NPC207179
Remote Similarity	0.6968	NPC167571
Remote Similarity	0.6968	NPC141739
Remote Similarity	0.6964	NPC182119
Remote Similarity	0.6962	NPC113098
Remote Similarity	0.6962	NPC249425
Remote Similarity	0.6961	NPC314213
Remote Similarity	0.6961	NPC314656
Remote Similarity	0.6959	NPC5238
Remote Similarity	0.6959	NPC39701
Remote Similarity	0.6959	NPC207757
Remote Similarity	0.6959	NPC249797
Remote Similarity	0.6959	NPC127674
Remote Similarity	0.6959	NPC172765
Remote Similarity	0.6959	NPC295691
Remote Similarity	0.6959	NPC184026
Remote Similarity	0.6959	NPC276588
Remote Similarity	0.6959	NPC54379
Remote Similarity	0.6959	NPC193949
Remote Similarity	0.6959	NPC278799
Remote Similarity	0.6959	NPC2413
Remote Similarity	0.6959	NPC469817
Remote Similarity	0.6959	NPC110416
Remote Similarity	0.6959	NPC204828
Remote Similarity	0.6959	NPC189266
Remote Similarity	0.6957	NPC224941
Remote Similarity	0.6957	NPC164787
Remote Similarity	0.6957	NPC61946
Remote Similarity	0.6957	NPC151224
Remote Similarity	0.6957	NPC311430
Remote Similarity	0.6957	NPC473413
Remote Similarity	0.6954	NPC163036
Remote Similarity	0.6948	NPC279379
Remote Similarity	0.6943	NPC53986

Drug Structure

NPD4433 OpenBabel08211705262D 29 31 0 0 1 0 0 0 0 0999 V2000 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 1 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 4.3301 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 21 1 0 0 0 0 3 21 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 2 0 0 0 0 7 15 2 0 0 0 0 8 15 1 0 0 0 0 9 10 2 0 0 0 0 9 16 1 0 0 0 0 10 18 1 0 0 0 0 11 16 2 0 0 0 0 11 17 1 0 0 0 0 12 16 1 0 0 0 0 12 22 3 0 0 0 0 13 15 1 0 0 0 0 13 26 1 0 0 0 0 14 24 2 0 0 0 0 14 28 1 0 0 0 0 17 18 2 0 0 0 0 17 19 1 0 0 0 0 18 27 1 0 0 0 0 19 20 1 0 0 0 0 19 23 1 6 0 0 0 20 21 1 0 0 0 0 20 25 1 1 0 0 0 21 27 1 0 0 0 0 23 26 1 0 0 0 0 23 28 1 0 0 0 0 25 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002635
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	382.15
ALogP	-0.2969
MLogP	3
XLogP	3.864
HDA	3
HBD	1
Rotatable Bonds	10
TPSA	92.02
RO5 Violation	0