NPASS drugs

Drug Information

Drug ID:	NPD3098
Drug Name:	CR-2093
Molecular Formula:	C18H25ClN2O4
Canonical SMILES:	OC(=O)CC[C@H](C(=NCCC(C)(C)C)O)N=C(c1cccc(c1)Cl)O
Standard InCHI:	InChI=1S/C18H25ClN2O4/c1-18(2,3)9-10-20-17(25)14(7-8-15(22)23)21-16(24)12-5-4-6-13(19)11-12/h4-6,11,14H,7-10H2,1-3H3,(H,20,25)(H,21,24)(H,22,23)/t14-/m1/s1
Standard InCHIKey:	VUYSXYHJEIPUTG-CQSZACIVSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3098

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	93
0.1-0.2	657
0.2-0.3	2856
0.3-0.4	10153
0.4-0.5	13847
0.5-0.6	2987
0.6-0.7	282
0.7-0.8	15
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	0.7463	NPC4974
Intermediate Similarity	0.7458	NPC3371
Intermediate Similarity	0.7295	NPC318154
Intermediate Similarity	0.725	NPC33168
Intermediate Similarity	0.7154	NPC471318
Intermediate Similarity	0.7111	NPC474862
Intermediate Similarity	0.7101	NPC210950
Intermediate Similarity	0.7101	NPC199738
Intermediate Similarity	0.709	NPC476183
Intermediate Similarity	0.7063	NPC327481
Intermediate Similarity	0.7037	NPC476281
Intermediate Similarity	0.7037	NPC476184
Intermediate Similarity	0.7015	NPC319950
Intermediate Similarity	0.7	NPC474584
Intermediate Similarity	0.7	NPC478147
Remote Similarity	0.6992	NPC12730
Remote Similarity	0.6984	NPC211551
Remote Similarity	0.6963	NPC190663
Remote Similarity	0.696	NPC291426
Remote Similarity	0.6934	NPC476278
Remote Similarity	0.6929	NPC296712
Remote Similarity	0.6923	NPC198747
Remote Similarity	0.6917	NPC265521
Remote Similarity	0.6901	NPC48909
Remote Similarity	0.6901	NPC326966
Remote Similarity	0.6891	NPC258627
Remote Similarity	0.6884	NPC476260
Remote Similarity	0.6884	NPC476241
Remote Similarity	0.6879	NPC325651
Remote Similarity	0.6875	NPC151030
Remote Similarity	0.6875	NPC269383
Remote Similarity	0.687	NPC273814
Remote Similarity	0.6861	NPC160493
Remote Similarity	0.6861	NPC27581
Remote Similarity	0.6853	NPC244866
Remote Similarity	0.6846	NPC319579
Remote Similarity	0.6838	NPC478014
Remote Similarity	0.6838	NPC478015
Remote Similarity	0.6838	NPC80150
Remote Similarity	0.6838	NPC478016
Remote Similarity	0.6835	NPC476125
Remote Similarity	0.6835	NPC476179
Remote Similarity	0.6825	NPC471310
Remote Similarity	0.6825	NPC164859
Remote Similarity	0.6794	NPC329011
Remote Similarity	0.6794	NPC163674
Remote Similarity	0.6794	NPC227553
Remote Similarity	0.679	NPC49315
Remote Similarity	0.6757	NPC91953
Remote Similarity	0.6748	NPC227778
Remote Similarity	0.6748	NPC25565
Remote Similarity	0.6741	NPC169328
Remote Similarity	0.6739	NPC142577
Remote Similarity	0.6723	NPC325441
Remote Similarity	0.6718	NPC313981
Remote Similarity	0.6716	NPC197470
Remote Similarity	0.6716	NPC317254
Remote Similarity	0.6712	NPC6570
Remote Similarity	0.6694	NPC475439
Remote Similarity	0.6694	NPC473501
Remote Similarity	0.6691	NPC314992
Remote Similarity	0.6691	NPC310467
Remote Similarity	0.6691	NPC237420
Remote Similarity	0.6689	NPC106688
Remote Similarity	0.6689	NPC197921
Remote Similarity	0.6667	NPC45191
Remote Similarity	0.6667	NPC191215
Remote Similarity	0.6667	NPC274089
Remote Similarity	0.6667	NPC316906
Remote Similarity	0.6644	NPC469360
Remote Similarity	0.6641	NPC324786
Remote Similarity	0.662	NPC476353
Remote Similarity	0.6612	NPC172128
Remote Similarity	0.6596	NPC47667
Remote Similarity	0.6589	NPC474559
Remote Similarity	0.6587	NPC45112
Remote Similarity	0.6587	NPC271958
Remote Similarity	0.6587	NPC263507
Remote Similarity	0.6587	NPC134413
Remote Similarity	0.6579	NPC311658
Remote Similarity	0.6573	NPC469666
Remote Similarity	0.6562	NPC471317
Remote Similarity	0.6544	NPC2265
Remote Similarity	0.6532	NPC303045
Remote Similarity	0.6532	NPC161972
Remote Similarity	0.6522	NPC283760
Remote Similarity	0.6519	NPC118202
Remote Similarity	0.6509	NPC86678
Remote Similarity	0.6507	NPC470392
Remote Similarity	0.6496	NPC311737
Remote Similarity	0.6496	NPC38458
Remote Similarity	0.6486	NPC6913
Remote Similarity	0.6454	NPC35996
Remote Similarity	0.6444	NPC276949
Remote Similarity	0.6444	NPC35850
Remote Similarity	0.6444	NPC309808
Remote Similarity	0.6443	NPC473055
Remote Similarity	0.6443	NPC473052
Remote Similarity	0.6438	NPC246079
Remote Similarity	0.6434	NPC202613
Remote Similarity	0.6429	NPC311242
Remote Similarity	0.6423	NPC82963
Remote Similarity	0.6423	NPC226438
Remote Similarity	0.6412	NPC231705
Remote Similarity	0.64	NPC153007
Remote Similarity	0.64	NPC322526
Remote Similarity	0.64	NPC48202
Remote Similarity	0.6397	NPC33742
Remote Similarity	0.6395	NPC328070
Remote Similarity	0.6391	NPC216122
Remote Similarity	0.6391	NPC258056
Remote Similarity	0.6387	NPC132771
Remote Similarity	0.6385	NPC113326
Remote Similarity	0.6385	NPC224610
Remote Similarity	0.6385	NPC88267
Remote Similarity	0.6385	NPC194390
Remote Similarity	0.6383	NPC109151
Remote Similarity	0.6377	NPC470545
Remote Similarity	0.6371	NPC323164
Remote Similarity	0.6364	NPC475578
Remote Similarity	0.6364	NPC472414
Remote Similarity	0.6364	NPC142297
Remote Similarity	0.6364	NPC328824
Remote Similarity	0.6357	NPC477061
Remote Similarity	0.6357	NPC45777
Remote Similarity	0.635	NPC188010
Remote Similarity	0.6345	NPC311753
Remote Similarity	0.6343	NPC474149
Remote Similarity	0.634	NPC473922
Remote Similarity	0.6338	NPC472415
Remote Similarity	0.6333	NPC3210
Remote Similarity	0.6331	NPC470546
Remote Similarity	0.6327	NPC246913
Remote Similarity	0.6324	NPC474544
Remote Similarity	0.6324	NPC1986
Remote Similarity	0.6319	NPC477937
Remote Similarity	0.6311	NPC12429
Remote Similarity	0.6304	NPC281686
Remote Similarity	0.6304	NPC188867
Remote Similarity	0.6304	NPC470544
Remote Similarity	0.6304	NPC106551
Remote Similarity	0.6303	NPC146703
Remote Similarity	0.6299	NPC81026
Remote Similarity	0.6299	NPC122493
Remote Similarity	0.6299	NPC10781
Remote Similarity	0.6299	NPC293628
Remote Similarity	0.6299	NPC324569
Remote Similarity	0.6294	NPC473938
Remote Similarity	0.6291	NPC471283
Remote Similarity	0.6282	NPC476757
Remote Similarity	0.6279	NPC214200
Remote Similarity	0.6279	NPC228400
Remote Similarity	0.627	NPC58674
Remote Similarity	0.626	NPC470877
Remote Similarity	0.6259	NPC254088
Remote Similarity	0.625	NPC469426
Remote Similarity	0.625	NPC322598
Remote Similarity	0.625	NPC469427
Remote Similarity	0.6242	NPC209463
Remote Similarity	0.6234	NPC266741
Remote Similarity	0.6233	NPC472413
Remote Similarity	0.6233	NPC116057
Remote Similarity	0.6233	NPC71271
Remote Similarity	0.6232	NPC235421
Remote Similarity	0.6231	NPC284477
Remote Similarity	0.623	NPC471638
Remote Similarity	0.6226	NPC275839
Remote Similarity	0.6226	NPC39431
Remote Similarity	0.6218	NPC14326
Remote Similarity	0.6216	NPC30390
Remote Similarity	0.6212	NPC67043
Remote Similarity	0.6211	NPC217801
Remote Similarity	0.6211	NPC93343
Remote Similarity	0.621	NPC316108
Remote Similarity	0.621	NPC141139
Remote Similarity	0.621	NPC209764
Remote Similarity	0.621	NPC78041
Remote Similarity	0.621	NPC159178
Remote Similarity	0.621	NPC121872
Remote Similarity	0.621	NPC74936
Remote Similarity	0.621	NPC471307
Remote Similarity	0.6207	NPC65310
Remote Similarity	0.6202	NPC228435
Remote Similarity	0.6201	NPC473371
Remote Similarity	0.6197	NPC56634
Remote Similarity	0.6197	NPC473050
Remote Similarity	0.6197	NPC473051
Remote Similarity	0.6194	NPC24101
Remote Similarity	0.6194	NPC96224
Remote Similarity	0.6194	NPC153690
Remote Similarity	0.6194	NPC469511
Remote Similarity	0.6187	NPC239357
Remote Similarity	0.6184	NPC476259
Remote Similarity	0.6184	NPC471201
Remote Similarity	0.6183	NPC178902
Remote Similarity	0.6182	NPC61004
Remote Similarity	0.6178	NPC254798
Remote Similarity	0.6174	NPC313663
Remote Similarity	0.6174	NPC3202
Remote Similarity	0.6172	NPC253423

Drug Structure

NPD3098 OpenBabel08211702562D 28 28 0 0 1 0 0 0 0 0999 V2000 6.9282 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5622 0.6340 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 1.7321 1.0000 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 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 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 5.1962 3.0000 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 0.0000 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 3.4641 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 3.0000 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 4.3301 1.5000 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 -0.8660 -0.5000 0.0000 Cl 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 3.4641 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 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 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 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 1.7321 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 18 1 0 0 0 0 3 18 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 12 1 0 0 0 0 6 13 2 0 0 0 0 7 8 1 0 0 0 0 8 15 1 0 0 0 0 9 10 1 0 0 0 0 9 18 1 0 0 0 0 10 20 1 0 0 0 0 11 12 2 0 0 0 0 11 13 1 0 0 0 0 12 16 1 0 0 0 0 13 19 1 0 0 0 0 14 7 1 6 0 0 0 14 17 1 0 0 0 0 14 21 1 0 0 0 0 15 22 2 0 0 0 0 15 23 1 0 0 0 0 16 21 2 3 0 0 0 16 24 1 0 0 0 0 17 20 2 3 0 0 0 17 25 1 0 0 0 0 23 26 1 0 0 0 0 24 27 1 0 0 0 0 25 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013013
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	368.15
ALogP	1.5302
MLogP	2.67
XLogP	4.154
HDA	6
HBD	3
Rotatable Bonds	16
TPSA	102.48
RO5 Violation	0