NPASS drugs

Drug Information

Drug ID:	NPD5291
Drug Name:	Gadobenic acid
Molecular Formula:	C22H31N3O11.Gd
Canonical SMILES:	OC(=O)CN(C(C(=O)O)COCc1ccccc1)CCN(CC(=O)[O-])CCN(CC(=O)[O-])CC(=O)[O-].[Gd+3]
Standard InCHI:	InChI=1S/C22H31N3O11.Gd/c26-18(27)10-23(6-7-24(11-19(28)29)12-20(30)31)8-9-25(13-21(32)33)17(22(34)35)15-36-14-16-4-2-1-3-5-16;/h1-5,17H,6-15H2,(H,26,27)(H,28,29)(H,30,31)(H,32,33)(H,34,35);/q;+3/p-3
Standard InCHIKey:	MXZROTBGJUUXID-UHFFFAOYSA-K
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD5291

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	78
0.1-0.2	489
0.2-0.3	2540
0.3-0.4	8371
0.4-0.5	10229
0.5-0.6	8341
0.6-0.7	799
0.7-0.8	43
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	0.7886	NPC476183
Intermediate Similarity	0.7823	NPC476184
Intermediate Similarity	0.7823	NPC476281
Intermediate Similarity	0.7778	NPC476241
Intermediate Similarity	0.7778	NPC476260
Intermediate Similarity	0.7717	NPC476179
Intermediate Similarity	0.7717	NPC476125
Intermediate Similarity	0.7698	NPC476278
Intermediate Similarity	0.7521	NPC273814
Intermediate Similarity	0.75	NPC246079
Intermediate Similarity	0.7328	NPC316797
Intermediate Similarity	0.7207	NPC220893
Intermediate Similarity	0.7188	NPC477061
Intermediate Similarity	0.7188	NPC45777
Intermediate Similarity	0.7188	NPC80150
Intermediate Similarity	0.7182	NPC89377
Intermediate Similarity	0.7176	NPC4974
Intermediate Similarity	0.7156	NPC58616
Intermediate Similarity	0.7154	NPC269340
Intermediate Similarity	0.7153	NPC127741
Intermediate Similarity	0.7143	NPC314388
Intermediate Similarity	0.7143	NPC315283
Intermediate Similarity	0.7143	NPC311753
Intermediate Similarity	0.713	NPC3371
Intermediate Similarity	0.7113	NPC145113
Intermediate Similarity	0.7113	NPC135121
Intermediate Similarity	0.7092	NPC266741
Intermediate Similarity	0.7092	NPC201244
Intermediate Similarity	0.7092	NPC477217
Intermediate Similarity	0.7092	NPC313867
Intermediate Similarity	0.7092	NPC316008
Intermediate Similarity	0.7077	NPC160493
Intermediate Similarity	0.7068	NPC210950
Intermediate Similarity	0.7068	NPC199738
Intermediate Similarity	0.7054	NPC173443
Intermediate Similarity	0.7042	NPC81026
Intermediate Similarity	0.7042	NPC314358
Intermediate Similarity	0.7034	NPC228400
Intermediate Similarity	0.7034	NPC214200
Intermediate Similarity	0.7029	NPC68865
Intermediate Similarity	0.702	NPC472923
Intermediate Similarity	0.7	NPC469427
Intermediate Similarity	0.7	NPC469426
Remote Similarity	0.6964	NPC304760
Remote Similarity	0.6963	NPC69496
Remote Similarity	0.6953	NPC169328
Remote Similarity	0.6948	NPC196091
Remote Similarity	0.6947	NPC291027
Remote Similarity	0.6947	NPC213126
Remote Similarity	0.6947	NPC26285
Remote Similarity	0.6947	NPC317474
Remote Similarity	0.6947	NPC84281
Remote Similarity	0.6947	NPC169485
Remote Similarity	0.694	NPC319766
Remote Similarity	0.6934	NPC470392
Remote Similarity	0.6934	NPC233910
Remote Similarity	0.6934	NPC245836
Remote Similarity	0.693	NPC119631
Remote Similarity	0.6929	NPC163392
Remote Similarity	0.6929	NPC239762
Remote Similarity	0.6923	NPC190663
Remote Similarity	0.6899	NPC310467
Remote Similarity	0.6889	NPC469666
Remote Similarity	0.6885	NPC472316
Remote Similarity	0.6885	NPC475203
Remote Similarity	0.6885	NPC474376
Remote Similarity	0.6885	NPC472315
Remote Similarity	0.6875	NPC329761
Remote Similarity	0.6875	NPC225648
Remote Similarity	0.6866	NPC65310
Remote Similarity	0.6864	NPC322598
Remote Similarity	0.6857	NPC281104
Remote Similarity	0.6855	NPC24777
Remote Similarity	0.6853	NPC106183
Remote Similarity	0.6842	NPC258627
Remote Similarity	0.6839	NPC471568
Remote Similarity	0.6839	NPC473693
Remote Similarity	0.6833	NPC318154
Remote Similarity	0.6831	NPC176226
Remote Similarity	0.6809	NPC307357
Remote Similarity	0.6809	NPC46098
Remote Similarity	0.6809	NPC268841
Remote Similarity	0.6803	NPC162104
Remote Similarity	0.6792	NPC475421
Remote Similarity	0.6791	NPC474847
Remote Similarity	0.6786	NPC6570
Remote Similarity	0.6777	NPC301943
Remote Similarity	0.6777	NPC474365
Remote Similarity	0.6774	NPC469511
Remote Similarity	0.6772	NPC474363
Remote Similarity	0.6772	NPC172525
Remote Similarity	0.6769	NPC237420
Remote Similarity	0.6761	NPC197921
Remote Similarity	0.6748	NPC136962
Remote Similarity	0.6742	NPC202521
Remote Similarity	0.6741	NPC124776
Remote Similarity	0.6741	NPC136453
Remote Similarity	0.6736	NPC5620
Remote Similarity	0.6724	NPC265521
Remote Similarity	0.6723	NPC35448
Remote Similarity	0.6723	NPC78701
Remote Similarity	0.6721	NPC280616
Remote Similarity	0.6721	NPC171831
Remote Similarity	0.6721	NPC242913
Remote Similarity	0.672	NPC292758
Remote Similarity	0.672	NPC65855
Remote Similarity	0.6713	NPC469360
Remote Similarity	0.6713	NPC139326
Remote Similarity	0.6713	NPC91953
Remote Similarity	0.6713	NPC161069
Remote Similarity	0.6711	NPC39431
Remote Similarity	0.6696	NPC213156
Remote Similarity	0.6696	NPC240108
Remote Similarity	0.6694	NPC20485
Remote Similarity	0.6694	NPC277788
Remote Similarity	0.6693	NPC265002
Remote Similarity	0.6692	NPC474862
Remote Similarity	0.6691	NPC105114
Remote Similarity	0.6691	NPC274732
Remote Similarity	0.6691	NPC239990
Remote Similarity	0.6691	NPC152850
Remote Similarity	0.6691	NPC89923
Remote Similarity	0.6691	NPC71933
Remote Similarity	0.669	NPC476259
Remote Similarity	0.6667	NPC476003
Remote Similarity	0.6667	NPC211551
Remote Similarity	0.6667	NPC470903
Remote Similarity	0.6667	NPC476990
Remote Similarity	0.6667	NPC67043
Remote Similarity	0.6667	NPC204546
Remote Similarity	0.6667	NPC269457
Remote Similarity	0.6667	NPC323007
Remote Similarity	0.6667	NPC186617
Remote Similarity	0.6667	NPC471265
Remote Similarity	0.6667	NPC476978
Remote Similarity	0.6667	NPC476198
Remote Similarity	0.6667	NPC478015
Remote Similarity	0.6667	NPC167763
Remote Similarity	0.6667	NPC146351
Remote Similarity	0.6667	NPC470112
Remote Similarity	0.6667	NPC478016
Remote Similarity	0.6667	NPC471264
Remote Similarity	0.6667	NPC478014
Remote Similarity	0.6667	NPC325441
Remote Similarity	0.6644	NPC473341
Remote Similarity	0.6643	NPC168113
Remote Similarity	0.6643	NPC269398
Remote Similarity	0.6643	NPC263493
Remote Similarity	0.6642	NPC296712
Remote Similarity	0.6642	NPC6975
Remote Similarity	0.6641	NPC5932
Remote Similarity	0.6641	NPC87069
Remote Similarity	0.6641	NPC153053
Remote Similarity	0.664	NPC114741
Remote Similarity	0.664	NPC182549
Remote Similarity	0.6639	NPC92754
Remote Similarity	0.6639	NPC82426
Remote Similarity	0.6639	NPC276775
Remote Similarity	0.6639	NPC91820
Remote Similarity	0.6639	NPC249912
Remote Similarity	0.6622	NPC7817
Remote Similarity	0.6622	NPC324081
Remote Similarity	0.6622	NPC475168
Remote Similarity	0.662	NPC77992
Remote Similarity	0.6617	NPC56634
Remote Similarity	0.6615	NPC470544
Remote Similarity	0.6614	NPC321852
Remote Similarity	0.6614	NPC227553
Remote Similarity	0.6614	NPC234376
Remote Similarity	0.6613	NPC37115
Remote Similarity	0.6603	NPC473502
Remote Similarity	0.6603	NPC294516
Remote Similarity	0.6603	NPC107938
Remote Similarity	0.6597	NPC197682
Remote Similarity	0.6593	NPC138798
Remote Similarity	0.6589	NPC469509
Remote Similarity	0.6585	NPC304761
Remote Similarity	0.6585	NPC299806
Remote Similarity	0.6585	NPC147000
Remote Similarity	0.6585	NPC150254
Remote Similarity	0.6585	NPC226778
Remote Similarity	0.6583	NPC225060
Remote Similarity	0.6577	NPC103387
Remote Similarity	0.6577	NPC323103
Remote Similarity	0.6573	NPC319645
Remote Similarity	0.6569	NPC476353
Remote Similarity	0.6567	NPC252878
Remote Similarity	0.6567	NPC142577
Remote Similarity	0.6565	NPC470545
Remote Similarity	0.6555	NPC30361
Remote Similarity	0.6554	NPC129666
Remote Similarity	0.6547	NPC130309
Remote Similarity	0.6547	NPC157311
Remote Similarity	0.6545	NPC121800
Remote Similarity	0.6544	NPC477249
Remote Similarity	0.6544	NPC477248
Remote Similarity	0.6544	NPC47667
Remote Similarity	0.6538	NPC471616
Remote Similarity	0.6538	NPC197470
Remote Similarity	0.6535	NPC260818

Drug Structure

NPD5291 OpenBabel08211706322D 39 38 0 0 1 0 0 0 0 0999 V2000 4.8301 -12.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -11.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -12.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -10.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -12.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -10.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -11.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -8.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 5.6962 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -7.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -3.0000 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 3.9641 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -2.0000 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 1.3660 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.5000 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 5.6962 -6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -8.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -8.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -9.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9625 -4.5426 0.0000 Gd 0 1 0 0 0 15 0 0 0 0 0 0 7.4282 -7.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 2 0 0 0 0 4 16 2 0 0 0 0 5 16 1 0 0 0 0 6 7 1 0 0 0 0 6 23 1 0 0 0 0 7 24 1 0 0 0 0 8 9 1 0 0 0 0 8 23 1 0 0 0 0 9 25 1 0 0 0 0 10 18 1 0 0 0 0 10 23 1 0 0 0 0 11 19 1 0 0 0 0 11 24 1 0 0 0 0 12 20 1 0 0 0 0 12 24 1 0 0 0 0 13 21 1 0 0 0 0 13 25 1 0 0 0 0 14 16 1 0 0 0 0 14 36 1 0 0 0 0 15 17 1 0 0 0 0 15 36 1 0 0 0 0 17 22 1 0 0 0 0 17 25 1 0 0 0 0 18 26 2 0 0 0 0 18 27 1 0 0 0 0 19 28 2 0 0 0 0 19 29 1 0 0 0 0 20 30 2 0 0 0 0 20 31 1 0 0 0 0 21 32 2 0 0 0 0 21 33 1 0 0 0 0 22 34 2 0 0 0 0 22 35 1 0 0 0 0 33 38 1 0 0 0 0 35 39 1 0 0 0 0 M CHG 4 27 -1 29 -1 31 -1 37 3 M END $$$$

External Identifiers

TTD	DAP001225
DrugBank	DB00743
ChEMBL	CHEMBL1200571
IUPHAR/BPS
PharmaGKB	PA164745426
KEGG Drug	D08018
PubChem CID
ChEBI
CAS Number	113662-23-0

Drug Properties

Molecular Weight	510.17
ALogP	-4.2416
MLogP	2.34
XLogP	-1.943
HDA	14
HBD	2
Rotatable Bonds	25
TPSA	213.94
RO5 Violation	2