NPASS drugs

Drug Information

Drug ID:	NPD3455
Drug Name:	XP-21279
Molecular Formula:	C19H21NO6
Canonical SMILES:	C[C@@H](OC(=O)c1ccccc1)COC(=O)[C@H](Cc1ccc(c(c1)O)O)N
Standard InCHI:	InChI=1S/C19H21NO6/c1-12(26-18(23)14-5-3-2-4-6-14)11-25-19(24)15(20)9-13-7-8-16(21)17(22)10-13/h2-8,10,12,15,21-22H,9,11,20H2,1H3/t12-,15+/m1/s1
Standard InCHIKey:	AKUWZLYXAADOTQ-DOMZBBRYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3455

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	122
0.1-0.2	714
0.2-0.3	2350
0.3-0.4	6636
0.4-0.5	6333
0.5-0.6	4664
0.6-0.7	9193
0.7-0.8	868
0.8-0.85	8
0.85-0.9	2
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
High Similarity	0.8732	NPC88667
High Similarity	0.8639	NPC66518
Intermediate Similarity	0.8451	NPC161593
Intermediate Similarity	0.8451	NPC16031
Intermediate Similarity	0.8451	NPC145888
Intermediate Similarity	0.8418	NPC158900
Intermediate Similarity	0.8176	NPC6913
Intermediate Similarity	0.8125	NPC321561
Intermediate Similarity	0.8052	NPC17760
Intermediate Similarity	0.8013	NPC153644
Intermediate Similarity	0.7987	NPC168799
Intermediate Similarity	0.7987	NPC155209
Intermediate Similarity	0.7986	NPC288945
Intermediate Similarity	0.7973	NPC198388
Intermediate Similarity	0.7958	NPC470848
Intermediate Similarity	0.7958	NPC470849
Intermediate Similarity	0.7933	NPC106406
Intermediate Similarity	0.7919	NPC18074
Intermediate Similarity	0.7919	NPC5419
Intermediate Similarity	0.7919	NPC61
Intermediate Similarity	0.7919	NPC25581
Intermediate Similarity	0.7852	NPC318799
Intermediate Similarity	0.7843	NPC284409
Intermediate Similarity	0.7829	NPC90431
Intermediate Similarity	0.7818	NPC35345
Intermediate Similarity	0.7817	NPC141791
Intermediate Similarity	0.7817	NPC263386
Intermediate Similarity	0.7792	NPC289690
Intermediate Similarity	0.7792	NPC288452
Intermediate Similarity	0.7785	NPC45191
Intermediate Similarity	0.7755	NPC213552
Intermediate Similarity	0.7755	NPC120225
Intermediate Similarity	0.7748	NPC475468
Intermediate Similarity	0.7746	NPC309434
Intermediate Similarity	0.7746	NPC275519
Intermediate Similarity	0.7736	NPC472969
Intermediate Similarity	0.7718	NPC226855
Intermediate Similarity	0.7718	NPC94810
Intermediate Similarity	0.7718	NPC241354
Intermediate Similarity	0.7707	NPC473090
Intermediate Similarity	0.7703	NPC123228
Intermediate Similarity	0.7703	NPC151167
Intermediate Similarity	0.7703	NPC276466
Intermediate Similarity	0.7703	NPC123722
Intermediate Similarity	0.7703	NPC5018
Intermediate Similarity	0.7697	NPC471110
Intermediate Similarity	0.7688	NPC98809
Intermediate Similarity	0.7688	NPC476394
Intermediate Similarity	0.7687	NPC289459
Intermediate Similarity	0.7687	NPC280767
Intermediate Similarity	0.7673	NPC229264
Intermediate Similarity	0.7667	NPC66905
Intermediate Similarity	0.7662	NPC279676
Intermediate Similarity	0.7662	NPC67349
Intermediate Similarity	0.7655	NPC472271
Intermediate Similarity	0.7655	NPC147654
Intermediate Similarity	0.7651	NPC325651
Intermediate Similarity	0.7635	NPC84076
Intermediate Similarity	0.7635	NPC303680
Intermediate Similarity	0.7635	NPC179777
Intermediate Similarity	0.7635	NPC90128
Intermediate Similarity	0.7632	NPC157478
Intermediate Similarity	0.7632	NPC295406
Intermediate Similarity	0.7632	NPC200422
Intermediate Similarity	0.7632	NPC289572
Intermediate Similarity	0.7628	NPC908
Intermediate Similarity	0.7628	NPC138438
Intermediate Similarity	0.7628	NPC326065
Intermediate Similarity	0.7625	NPC182119
Intermediate Similarity	0.7622	NPC203124
Intermediate Similarity	0.7619	NPC85565
Intermediate Similarity	0.7619	NPC246704
Intermediate Similarity	0.7606	NPC188867
Intermediate Similarity	0.7606	NPC106551
Intermediate Similarity	0.7606	NPC281277
Intermediate Similarity	0.7606	NPC281686
Intermediate Similarity	0.76	NPC83062
Intermediate Similarity	0.76	NPC304622
Intermediate Similarity	0.7597	NPC156892
Intermediate Similarity	0.7595	NPC226738
Intermediate Similarity	0.7595	NPC22176
Intermediate Similarity	0.7595	NPC469615
Intermediate Similarity	0.7595	NPC121573
Intermediate Similarity	0.7595	NPC190587
Intermediate Similarity	0.7593	NPC243891
Intermediate Similarity	0.7584	NPC158654
Intermediate Similarity	0.7582	NPC300776
Intermediate Similarity	0.7582	NPC176814
Intermediate Similarity	0.7582	NPC4982
Intermediate Similarity	0.7582	NPC68779
Intermediate Similarity	0.7582	NPC5310
Intermediate Similarity	0.7564	NPC179505
Intermediate Similarity	0.7564	NPC156709
Intermediate Similarity	0.7552	NPC175799
Intermediate Similarity	0.7552	NPC610
Intermediate Similarity	0.7552	NPC145023
Intermediate Similarity	0.7552	NPC200988
Intermediate Similarity	0.7551	NPC13020
Intermediate Similarity	0.7551	NPC140359
Intermediate Similarity	0.755	NPC329595
Intermediate Similarity	0.755	NPC326599
Intermediate Similarity	0.7548	NPC318028
Intermediate Similarity	0.7548	NPC328137
Intermediate Similarity	0.7548	NPC317741
Intermediate Similarity	0.7548	NPC282087
Intermediate Similarity	0.7548	NPC241086
Intermediate Similarity	0.7548	NPC259800
Intermediate Similarity	0.7548	NPC318984
Intermediate Similarity	0.7547	NPC258671
Intermediate Similarity	0.7547	NPC469683
Intermediate Similarity	0.7547	NPC53884
Intermediate Similarity	0.7546	NPC75695
Intermediate Similarity	0.7546	NPC56635
Intermediate Similarity	0.7546	NPC267091
Intermediate Similarity	0.7535	NPC233669
Intermediate Similarity	0.7532	NPC267539
Intermediate Similarity	0.7532	NPC29317
Intermediate Similarity	0.7532	NPC176102
Intermediate Similarity	0.7532	NPC18646
Intermediate Similarity	0.7532	NPC204257
Intermediate Similarity	0.7532	NPC229638
Intermediate Similarity	0.7532	NPC254832
Intermediate Similarity	0.7532	NPC71108
Intermediate Similarity	0.7531	NPC306343
Intermediate Similarity	0.7531	NPC261322
Intermediate Similarity	0.7517	NPC118584
Intermediate Similarity	0.7516	NPC38473
Intermediate Similarity	0.7516	NPC469539
Intermediate Similarity	0.7516	NPC469540
Intermediate Similarity	0.7514	NPC329816
Intermediate Similarity	0.75	NPC20443
Intermediate Similarity	0.75	NPC287495
Intermediate Similarity	0.75	NPC60517
Intermediate Similarity	0.75	NPC86198
Intermediate Similarity	0.75	NPC9370
Intermediate Similarity	0.75	NPC146886
Intermediate Similarity	0.7485	NPC140151
Intermediate Similarity	0.7484	NPC304956
Intermediate Similarity	0.7484	NPC474692
Intermediate Similarity	0.7484	NPC160378
Intermediate Similarity	0.7484	NPC475111
Intermediate Similarity	0.7483	NPC61062
Intermediate Similarity	0.7483	NPC299252
Intermediate Similarity	0.7483	NPC277394
Intermediate Similarity	0.7483	NPC86900
Intermediate Similarity	0.7469	NPC42464
Intermediate Similarity	0.7468	NPC248150
Intermediate Similarity	0.7468	NPC144662
Intermediate Similarity	0.7468	NPC6570
Intermediate Similarity	0.7468	NPC135127
Intermediate Similarity	0.7466	NPC98305
Intermediate Similarity	0.7465	NPC328593
Intermediate Similarity	0.7465	NPC261453
Intermediate Similarity	0.7465	NPC33749
Intermediate Similarity	0.7458	NPC162694
Intermediate Similarity	0.7455	NPC469888
Intermediate Similarity	0.7453	NPC299090
Intermediate Similarity	0.7453	NPC221383
Intermediate Similarity	0.7453	NPC283081
Intermediate Similarity	0.7453	NPC143892
Intermediate Similarity	0.7452	NPC476819
Intermediate Similarity	0.7452	NPC12218
Intermediate Similarity	0.7452	NPC75763
Intermediate Similarity	0.7452	NPC476820
Intermediate Similarity	0.7452	NPC474875
Intermediate Similarity	0.7452	NPC13696
Intermediate Similarity	0.7452	NPC205751
Intermediate Similarity	0.7452	NPC295492
Intermediate Similarity	0.7452	NPC225036
Intermediate Similarity	0.7452	NPC26241
Intermediate Similarity	0.7452	NPC105525
Intermediate Similarity	0.7452	NPC303683
Intermediate Similarity	0.7452	NPC274891
Intermediate Similarity	0.7451	NPC111888
Intermediate Similarity	0.745	NPC197832
Intermediate Similarity	0.745	NPC257589
Intermediate Similarity	0.745	NPC67951
Intermediate Similarity	0.745	NPC53305
Intermediate Similarity	0.7448	NPC470214
Intermediate Similarity	0.7448	NPC109371
Intermediate Similarity	0.7448	NPC239697
Intermediate Similarity	0.7448	NPC470215
Intermediate Similarity	0.7448	NPC70084
Intermediate Similarity	0.7436	NPC197239
Intermediate Similarity	0.7436	NPC326860
Intermediate Similarity	0.7436	NPC299583
Intermediate Similarity	0.7436	NPC471152
Intermediate Similarity	0.7434	NPC217052
Intermediate Similarity	0.7434	NPC319282
Intermediate Similarity	0.7434	NPC311419
Intermediate Similarity	0.7434	NPC275724
Intermediate Similarity	0.7434	NPC329344
Intermediate Similarity	0.7434	NPC244246
Intermediate Similarity	0.7434	NPC237506
Intermediate Similarity	0.7434	NPC326966
Intermediate Similarity	0.7434	NPC32626
Intermediate Similarity	0.7434	NPC65935
Intermediate Similarity	0.7434	NPC137427
Intermediate Similarity	0.7434	NPC123196
Intermediate Similarity	0.7434	NPC215941

Drug Structure

NPD3455 OpenBabel08211703112D 30 31 0 0 1 0 0 0 0 0999 V2000 6.9282 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -2.5000 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 7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 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 0.8660 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 6.0622 1.5000 0.0000 C 0 0 2 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 6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 C 0 0 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 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -0.0000 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 3.4641 -1.0000 0.0000 N 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 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 14 2 0 0 0 0 6 14 1 0 0 0 0 7 8 2 0 0 0 0 7 13 1 0 0 0 0 8 16 1 0 0 0 0 9 13 1 0 0 0 0 10 13 2 0 0 0 0 10 17 1 0 0 0 0 11 12 1 0 0 0 0 11 25 1 0 0 0 0 12 1 1 1 0 0 0 12 26 1 0 0 0 0 14 18 1 0 0 0 0 15 9 1 1 0 0 0 15 19 1 0 0 0 0 15 20 1 0 0 0 0 16 17 2 0 0 0 0 16 21 1 0 0 0 0 17 22 1 0 0 0 0 18 23 2 0 0 0 0 18 26 1 0 0 0 0 19 24 2 0 0 0 0 19 25 1 0 0 0 0 20 27 1 0 0 0 0 20 28 1 0 0 0 0 21 29 1 0 0 0 0 22 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014362
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	359.14
ALogP	-1.9349
MLogP	2.78
XLogP	3.613
HDA	5
HBD	3
Rotatable Bonds	13
TPSA	119.08
RO5 Violation	0