NPASS drugs

Drug Information

Drug ID:	NPD5192
Drug Name:
Molecular Formula:	C22H28N2O6
Canonical SMILES:	CCOCOC[C@@H](NC(=O)c1ccc(cc1)Oc1ccccc1)C[C@@H](C(=NO)O)C
Standard InCHI:	InChI=1S/C22H28N2O6/c1-3-28-15-29-14-18(13-16(2)21(25)24-27)23-22(26)17-9-11-20(12-10-17)30-19-7-5-4-6-8-19/h4-12,16,18,27H,3,13-15H2,1-2H3,(H,23,26)(H,24,25)/t16-,18-/m0/s1
Standard InCHIKey:	HDWWQELUBWGQGA-WMZOPIPTSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5192

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	169
0.1-0.2	1040
0.2-0.3	4077
0.3-0.4	8365
0.4-0.5	3644
0.5-0.6	11344
0.6-0.7	2217
0.7-0.8	33
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	0.8156	NPC235194
Intermediate Similarity	0.7688	NPC283207
Intermediate Similarity	0.7684	NPC66490
Intermediate Similarity	0.7546	NPC266425
Intermediate Similarity	0.7471	NPC17760
Intermediate Similarity	0.7462	NPC257266
Intermediate Similarity	0.7424	NPC257728
Intermediate Similarity	0.7387	NPC153365
Intermediate Similarity	0.738	NPC315542
Intermediate Similarity	0.7365	NPC238412
Intermediate Similarity	0.7333	NPC242728
Intermediate Similarity	0.7288	NPC287757
Intermediate Similarity	0.7288	NPC319320
Intermediate Similarity	0.7283	NPC324081
Intermediate Similarity	0.7278	NPC254700
Intermediate Similarity	0.7241	NPC214239
Intermediate Similarity	0.7232	NPC470708
Intermediate Similarity	0.7219	NPC121400
Intermediate Similarity	0.7174	NPC73280
Intermediate Similarity	0.716	NPC471316
Intermediate Similarity	0.7128	NPC149962
Intermediate Similarity	0.7126	NPC132308
Intermediate Similarity	0.7105	NPC138083
Intermediate Similarity	0.7092	NPC144314
Intermediate Similarity	0.7081	NPC306804
Intermediate Similarity	0.7066	NPC470392
Intermediate Similarity	0.7056	NPC50548
Intermediate Similarity	0.7043	NPC164608
Intermediate Similarity	0.7041	NPC196708
Intermediate Similarity	0.7037	NPC270301
Intermediate Similarity	0.7031	NPC174607
Intermediate Similarity	0.7024	NPC169766
Intermediate Similarity	0.702	NPC123859
Intermediate Similarity	0.7016	NPC299806
Remote Similarity	0.6995	NPC147847
Remote Similarity	0.699	NPC469816
Remote Similarity	0.699	NPC469815
Remote Similarity	0.6979	NPC259071
Remote Similarity	0.6979	NPC77435
Remote Similarity	0.6977	NPC83289
Remote Similarity	0.6977	NPC212850
Remote Similarity	0.6977	NPC189724
Remote Similarity	0.6973	NPC46009
Remote Similarity	0.6971	NPC9373
Remote Similarity	0.697	NPC218323
Remote Similarity	0.6957	NPC473502
Remote Similarity	0.6947	NPC327005
Remote Similarity	0.694	NPC158900
Remote Similarity	0.6931	NPC194671
Remote Similarity	0.6931	NPC269750
Remote Similarity	0.6923	NPC248822
Remote Similarity	0.6915	NPC303581
Remote Similarity	0.6915	NPC311357
Remote Similarity	0.6915	NPC67978
Remote Similarity	0.6907	NPC471650
Remote Similarity	0.6898	NPC86469
Remote Similarity	0.6898	NPC273755
Remote Similarity	0.6895	NPC32064
Remote Similarity	0.6893	NPC326333
Remote Similarity	0.6882	NPC196091
Remote Similarity	0.6878	NPC46990
Remote Similarity	0.6872	NPC174122
Remote Similarity	0.6872	NPC469437
Remote Similarity	0.6872	NPC64140
Remote Similarity	0.6869	NPC125924
Remote Similarity	0.6869	NPC477258
Remote Similarity	0.6865	NPC107938
Remote Similarity	0.6865	NPC294516
Remote Similarity	0.6864	NPC247018
Remote Similarity	0.6864	NPC307123
Remote Similarity	0.6864	NPC97870
Remote Similarity	0.6862	NPC159767
Remote Similarity	0.6862	NPC155506
Remote Similarity	0.6862	NPC471165
Remote Similarity	0.6859	NPC309692
Remote Similarity	0.6853	NPC227953
Remote Similarity	0.6851	NPC56635
Remote Similarity	0.685	NPC267414
Remote Similarity	0.6848	NPC472923
Remote Similarity	0.6848	NPC135006
Remote Similarity	0.6845	NPC477255
Remote Similarity	0.6842	NPC308267
Remote Similarity	0.6834	NPC24228
Remote Similarity	0.6833	NPC119669
Remote Similarity	0.6827	NPC326027
Remote Similarity	0.6823	NPC99723
Remote Similarity	0.6823	NPC469831
Remote Similarity	0.6821	NPC169387
Remote Similarity	0.6821	NPC124626
Remote Similarity	0.6821	NPC234069
Remote Similarity	0.6821	NPC477259
Remote Similarity	0.6818	NPC475843
Remote Similarity	0.6818	NPC16188
Remote Similarity	0.6818	NPC247298
Remote Similarity	0.6816	NPC473450
Remote Similarity	0.6809	NPC137627
Remote Similarity	0.6804	NPC276120
Remote Similarity	0.6804	NPC116007
Remote Similarity	0.68	NPC73020
Remote Similarity	0.68	NPC14622
Remote Similarity	0.68	NPC70290
Remote Similarity	0.68	NPC46744
Remote Similarity	0.68	NPC124302
Remote Similarity	0.68	NPC215098
Remote Similarity	0.6798	NPC473460
Remote Similarity	0.6788	NPC469829
Remote Similarity	0.6786	NPC61332
Remote Similarity	0.6786	NPC29531
Remote Similarity	0.6786	NPC240130
Remote Similarity	0.6786	NPC2596
Remote Similarity	0.6778	NPC39431
Remote Similarity	0.6776	NPC469243
Remote Similarity	0.6774	NPC328649
Remote Similarity	0.6772	NPC473402
Remote Similarity	0.6772	NPC476227
Remote Similarity	0.6772	NPC279871
Remote Similarity	0.6771	NPC473404
Remote Similarity	0.6769	NPC469830
Remote Similarity	0.6768	NPC474678
Remote Similarity	0.6768	NPC471338
Remote Similarity	0.6765	NPC471953
Remote Similarity	0.6765	NPC473422
Remote Similarity	0.6765	NPC274732
Remote Similarity	0.6763	NPC294470
Remote Similarity	0.6763	NPC197125
Remote Similarity	0.676	NPC153644
Remote Similarity	0.6755	NPC230611
Remote Similarity	0.6755	NPC89831
Remote Similarity	0.6754	NPC475421
Remote Similarity	0.6754	NPC45037
Remote Similarity	0.6751	NPC473407
Remote Similarity	0.6751	NPC473378
Remote Similarity	0.675	NPC281629
Remote Similarity	0.6748	NPC471336
Remote Similarity	0.6748	NPC470746
Remote Similarity	0.6747	NPC221798
Remote Similarity	0.6742	NPC132771
Remote Similarity	0.6742	NPC245974
Remote Similarity	0.674	NPC123011
Remote Similarity	0.674	NPC256689
Remote Similarity	0.6738	NPC280022
Remote Similarity	0.6737	NPC129578
Remote Similarity	0.6737	NPC50016
Remote Similarity	0.6736	NPC314659
Remote Similarity	0.6736	NPC27887
Remote Similarity	0.6734	NPC202866
Remote Similarity	0.6734	NPC471563
Remote Similarity	0.6733	NPC314100
Remote Similarity	0.6733	NPC226652
Remote Similarity	0.6733	NPC477551
Remote Similarity	0.6733	NPC120671
Remote Similarity	0.6733	NPC72788
Remote Similarity	0.6724	NPC160747
Remote Similarity	0.6723	NPC97004
Remote Similarity	0.6723	NPC136951
Remote Similarity	0.6723	NPC161155
Remote Similarity	0.672	NPC153631
Remote Similarity	0.672	NPC61004
Remote Similarity	0.6718	NPC8093
Remote Similarity	0.6718	NPC121571
Remote Similarity	0.6716	NPC477550
Remote Similarity	0.6716	NPC207971
Remote Similarity	0.6716	NPC477552
Remote Similarity	0.6716	NPC71124
Remote Similarity	0.6715	NPC477160
Remote Similarity	0.6705	NPC212729
Remote Similarity	0.6705	NPC79908
Remote Similarity	0.6705	NPC106606
Remote Similarity	0.6705	NPC307682
Remote Similarity	0.6704	NPC291153
Remote Similarity	0.6702	NPC198254
Remote Similarity	0.6702	NPC274198
Remote Similarity	0.6702	NPC475123
Remote Similarity	0.6702	NPC473693
Remote Similarity	0.6702	NPC471568
Remote Similarity	0.6702	NPC475204
Remote Similarity	0.6702	NPC40234
Remote Similarity	0.6702	NPC315631
Remote Similarity	0.6701	NPC141440
Remote Similarity	0.6701	NPC477254
Remote Similarity	0.6701	NPC473562
Remote Similarity	0.67	NPC214368
Remote Similarity	0.67	NPC33256
Remote Similarity	0.67	NPC108847
Remote Similarity	0.6686	NPC325651
Remote Similarity	0.6685	NPC97282
Remote Similarity	0.6685	NPC475544
Remote Similarity	0.6684	NPC4910
Remote Similarity	0.6684	NPC197335
Remote Similarity	0.6684	NPC26108
Remote Similarity	0.6683	NPC268077
Remote Similarity	0.6683	NPC302715
Remote Similarity	0.6682	NPC38964
Remote Similarity	0.6667	NPC475236
Remote Similarity	0.6667	NPC119818
Remote Similarity	0.6667	NPC81026
Remote Similarity	0.6667	NPC202771
Remote Similarity	0.6667	NPC471649
Remote Similarity	0.6667	NPC328700
Remote Similarity	0.6667	NPC223207

Drug Structure

NPD5192 OpenBabel08211706322D 33 34 0 0 1 0 0 0 0 0999 V2000 -7.7942 -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 -7.7942 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 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 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 -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 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 -0.0000 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 -0.8660 -0.5000 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 -4.3301 -0.5000 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 -2.5981 -1.5000 0.0000 C 0 0 1 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 -3.4641 0.0000 0.0000 C 0 0 1 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 -2.0000 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 -3.4641 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 N 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 -2.5981 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -0.0000 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 0.8660 -0.5000 0.0000 O 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 -5.1962 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 3 28 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 19 2 0 0 0 0 8 19 1 0 0 0 0 9 11 1 0 0 0 0 9 17 2 0 0 0 0 10 12 2 0 0 0 0 10 17 1 0 0 0 0 11 20 2 0 0 0 0 12 20 1 0 0 0 0 13 16 1 0 0 0 0 14 18 1 0 0 0 0 14 29 1 0 0 0 0 15 28 1 0 0 0 0 15 29 1 0 0 0 0 16 2 1 6 0 0 0 16 21 1 0 0 0 0 17 22 1 0 0 0 0 18 13 1 1 0 0 0 18 23 1 0 0 0 0 19 30 1 0 0 0 0 20 30 1 0 0 0 0 21 24 2 3 0 0 0 21 25 1 0 0 0 0 22 23 1 0 0 0 0 22 26 2 0 0 0 0 23 31 1 0 0 0 0 24 27 1 0 0 0 0 25 32 1 0 0 0 0 27 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006019
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9888141
ChEBI
CAS Number

Drug Properties

Molecular Weight	416.19
ALogP	-0.4252
MLogP	3
XLogP	4.573
HDA	5
HBD	3
Rotatable Bonds	17
TPSA	109.61
RO5 Violation	1