NPASS drugs

Drug Information

Drug ID:	NPD4119
Drug Name:	Ambutonium
Molecular Formula:	C20H26N2O
Canonical SMILES:	CC[N+](CCC(c1ccccc1)(c1ccccc1)C(=N)O)(C)C
Standard InCHI:	InChI=1S/C20H26N2O/c1-4-22(2,3)16-15-20(19(21)23,17-11-7-5-8-12-17)18-13-9-6-10-14-18/h5-14H,4,15-16H2,1-3H3,(H-,21,23)/p+1
Standard InCHIKey:	KFZMXOLSYABOSE-UHFFFAOYSA-O
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4119

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	91
0.1-0.2	685
0.2-0.3	2987
0.3-0.4	10603
0.4-0.5	12285
0.5-0.6	3602
0.6-0.7	590
0.7-0.8	46
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	0.8351	NPC172128
Intermediate Similarity	0.77	NPC470877
Intermediate Similarity	0.7692	NPC33168
Intermediate Similarity	0.7692	NPC311242
Intermediate Similarity	0.7684	NPC192623
Intermediate Similarity	0.7624	NPC121872
Intermediate Similarity	0.7624	NPC471307
Intermediate Similarity	0.7624	NPC78041
Intermediate Similarity	0.7624	NPC74936
Intermediate Similarity	0.7624	NPC159178
Intermediate Similarity	0.7624	NPC209764
Intermediate Similarity	0.7624	NPC141139
Intermediate Similarity	0.7568	NPC292758
Intermediate Similarity	0.7568	NPC65855
Intermediate Similarity	0.75	NPC161972
Intermediate Similarity	0.75	NPC303045
Intermediate Similarity	0.75	NPC58674
Intermediate Similarity	0.7479	NPC109151
Intermediate Similarity	0.7451	NPC316108
Intermediate Similarity	0.7429	NPC25565
Intermediate Similarity	0.7404	NPC471309
Intermediate Similarity	0.7379	NPC226438
Intermediate Similarity	0.7364	NPC211551
Intermediate Similarity	0.7358	NPC475439
Intermediate Similarity	0.7358	NPC473501
Intermediate Similarity	0.7327	NPC471638
Intermediate Similarity	0.7265	NPC470544
Intermediate Similarity	0.7257	NPC158854
Intermediate Similarity	0.7255	NPC12429
Intermediate Similarity	0.725	NPC273830
Intermediate Similarity	0.725	NPC71684
Intermediate Similarity	0.7228	NPC203076
Intermediate Similarity	0.7212	NPC245259
Intermediate Similarity	0.7203	NPC470545
Intermediate Similarity	0.7193	NPC319579
Intermediate Similarity	0.7157	NPC198747
Intermediate Similarity	0.7156	NPC214200
Intermediate Similarity	0.7156	NPC228400
Intermediate Similarity	0.7143	NPC470546
Intermediate Similarity	0.7115	NPC258627
Intermediate Similarity	0.7094	NPC33742
Intermediate Similarity	0.7091	NPC327226
Intermediate Similarity	0.7031	NPC3202
Intermediate Similarity	0.703	NPC133162
Intermediate Similarity	0.7009	NPC35850
Intermediate Similarity	0.7009	NPC276949
Intermediate Similarity	0.7	NPC316797
Remote Similarity	0.6991	NPC327481
Remote Similarity	0.6991	NPC45033
Remote Similarity	0.6984	NPC111428
Remote Similarity	0.6979	NPC189371
Remote Similarity	0.697	NPC164449
Remote Similarity	0.697	NPC184030
Remote Similarity	0.6964	NPC194390
Remote Similarity	0.6964	NPC88267
Remote Similarity	0.6964	NPC224610
Remote Similarity	0.6964	NPC113326
Remote Similarity	0.6964	NPC304761
Remote Similarity	0.6964	NPC147000
Remote Similarity	0.6964	NPC226778
Remote Similarity	0.6964	NPC150254
Remote Similarity	0.6939	NPC224544
Remote Similarity	0.6931	NPC146703
Remote Similarity	0.6923	NPC325441
Remote Similarity	0.69	NPC231986
Remote Similarity	0.6897	NPC474149
Remote Similarity	0.6887	NPC470926
Remote Similarity	0.6885	NPC326232
Remote Similarity	0.6875	NPC471310
Remote Similarity	0.6875	NPC471317
Remote Similarity	0.687	NPC153690
Remote Similarity	0.687	NPC24101
Remote Similarity	0.687	NPC96224
Remote Similarity	0.6863	NPC95429
Remote Similarity	0.6863	NPC169016
Remote Similarity	0.6852	NPC20142
Remote Similarity	0.6852	NPC215351
Remote Similarity	0.6852	NPC108339
Remote Similarity	0.685	NPC40488
Remote Similarity	0.6847	NPC155847
Remote Similarity	0.6847	NPC289381
Remote Similarity	0.6847	NPC469457
Remote Similarity	0.6846	NPC132847
Remote Similarity	0.6842	NPC231705
Remote Similarity	0.6833	NPC82963
Remote Similarity	0.6832	NPC73637
Remote Similarity	0.6832	NPC14326
Remote Similarity	0.6832	NPC121478
Remote Similarity	0.6827	NPC60408
Remote Similarity	0.6827	NPC473031
Remote Similarity	0.6822	NPC265521
Remote Similarity	0.6818	NPC164514
Remote Similarity	0.6818	NPC108606
Remote Similarity	0.6818	NPC290515
Remote Similarity	0.6818	NPC303611
Remote Similarity	0.6818	NPC226096
Remote Similarity	0.681	NPC258056
Remote Similarity	0.6807	NPC205652
Remote Similarity	0.68	NPC222466
Remote Similarity	0.6789	NPC471320
Remote Similarity	0.6789	NPC471319
Remote Similarity	0.6786	NPC318154
Remote Similarity	0.678	NPC474584
Remote Similarity	0.6777	NPC311737
Remote Similarity	0.6777	NPC38458
Remote Similarity	0.6769	NPC313663
Remote Similarity	0.675	NPC101139
Remote Similarity	0.6748	NPC321133
Remote Similarity	0.6746	NPC101719
Remote Similarity	0.6744	NPC89769
Remote Similarity	0.6744	NPC126859
Remote Similarity	0.6744	NPC259665
Remote Similarity	0.6735	NPC139658
Remote Similarity	0.6733	NPC133050
Remote Similarity	0.6729	NPC220596
Remote Similarity	0.6726	NPC164859
Remote Similarity	0.6726	NPC202613
Remote Similarity	0.672	NPC471314
Remote Similarity	0.672	NPC471315
Remote Similarity	0.6719	NPC66177
Remote Similarity	0.6719	NPC268763
Remote Similarity	0.6719	NPC8305
Remote Similarity	0.6701	NPC108218
Remote Similarity	0.6697	NPC329430
Remote Similarity	0.6696	NPC130898
Remote Similarity	0.6696	NPC474804
Remote Similarity	0.6696	NPC474582
Remote Similarity	0.6696	NPC474973
Remote Similarity	0.6694	NPC316896
Remote Similarity	0.6693	NPC477937
Remote Similarity	0.6667	NPC470550
Remote Similarity	0.6667	NPC271808
Remote Similarity	0.6667	NPC118202
Remote Similarity	0.6667	NPC475199
Remote Similarity	0.6667	NPC22746
Remote Similarity	0.6667	NPC283760
Remote Similarity	0.6667	NPC283012
Remote Similarity	0.6667	NPC285394
Remote Similarity	0.6667	NPC225464
Remote Similarity	0.6667	NPC43275
Remote Similarity	0.6667	NPC307020
Remote Similarity	0.6642	NPC153007
Remote Similarity	0.6642	NPC472103
Remote Similarity	0.664	NPC291027
Remote Similarity	0.664	NPC84281
Remote Similarity	0.664	NPC317474
Remote Similarity	0.664	NPC213126
Remote Similarity	0.664	NPC169485
Remote Similarity	0.6638	NPC142297
Remote Similarity	0.6636	NPC3371
Remote Similarity	0.6635	NPC3210
Remote Similarity	0.6635	NPC99482
Remote Similarity	0.6635	NPC474354
Remote Similarity	0.6634	NPC309279
Remote Similarity	0.6614	NPC472414
Remote Similarity	0.6613	NPC476990
Remote Similarity	0.6612	NPC317254
Remote Similarity	0.6609	NPC67043
Remote Similarity	0.6609	NPC143516
Remote Similarity	0.6607	NPC12730
Remote Similarity	0.6607	NPC92730
Remote Similarity	0.6602	NPC119677
Remote Similarity	0.6602	NPC104070
Remote Similarity	0.6602	NPC477770
Remote Similarity	0.6589	NPC473322
Remote Similarity	0.6587	NPC35996
Remote Similarity	0.6587	NPC472415
Remote Similarity	0.6583	NPC1986
Remote Similarity	0.6583	NPC474544
Remote Similarity	0.6579	NPC178902
Remote Similarity	0.6577	NPC472258
Remote Similarity	0.6574	NPC79917
Remote Similarity	0.6571	NPC243166
Remote Similarity	0.6571	NPC474211
Remote Similarity	0.6567	NPC316906
Remote Similarity	0.6567	NPC77992
Remote Similarity	0.6566	NPC271642
Remote Similarity	0.656	NPC202521
Remote Similarity	0.6557	NPC147957
Remote Similarity	0.6555	NPC329011
Remote Similarity	0.6552	NPC473498
Remote Similarity	0.6552	NPC274089
Remote Similarity	0.6552	NPC191215
Remote Similarity	0.6542	NPC199567
Remote Similarity	0.6538	NPC168855
Remote Similarity	0.6538	NPC124802
Remote Similarity	0.6538	NPC304538
Remote Similarity	0.6532	NPC268572
Remote Similarity	0.6525	NPC24777
Remote Similarity	0.6522	NPC275467
Remote Similarity	0.6518	NPC322598
Remote Similarity	0.6518	NPC107619
Remote Similarity	0.6515	NPC149379
Remote Similarity	0.6509	NPC17497
Remote Similarity	0.6509	NPC305602
Remote Similarity	0.6508	NPC252878
Remote Similarity	0.6495	NPC208302
Remote Similarity	0.6493	NPC478140
Remote Similarity	0.6493	NPC127741
Remote Similarity	0.6489	NPC255447

Drug Structure

NPD4119 OpenBabel08211704332D 25 26 0 0 0 0 0 0 0 0999 V2000 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 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 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 2.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6340 1.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3660 1.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6340 0.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3660 0.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3660 -2.3660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 1.6340 -2.3660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3660 -3.3660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7679 -1.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 22 1 0 0 0 0 3 22 1 0 0 0 0 4 22 1 0 0 0 0 5 7 2 0 0 0 0 5 8 1 0 0 0 0 6 9 2 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 12 2 0 0 0 0 9 13 1 0 0 0 0 10 14 2 0 0 0 0 11 17 2 0 0 0 0 12 17 1 0 0 0 0 13 18 2 0 0 0 0 14 18 1 0 0 0 0 15 16 1 0 0 0 0 15 20 1 0 0 0 0 16 22 1 0 0 0 0 17 20 1 0 0 0 0 18 20 1 0 0 0 0 19 20 1 0 0 0 0 19 21 2 0 0 0 0 19 23 1 0 0 0 0 21 24 1 0 0 0 0 23 25 1 0 0 0 0 M CHG 1 22 1 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	311.21
ALogP	-1.0708
MLogP	3.33
XLogP	6.907
HDA	2
HBD	2
Rotatable Bonds	11
TPSA	44.08
RO5 Violation	1