NPASS drugs

Drug Information

Drug ID:	NPD2335
Drug Name:	bimakalim
Molecular Formula:	C17H14N2O2
Canonical SMILES:	N#Cc1ccc2c(c1)C(=CC(O2)(C)C)n1ccccc1=O
Standard InCHI:	InChI=1S/C17H14N2O2/c1-17(2)10-14(19-8-4-3-5-16(19)20)13-9-12(11-18)6-7-15(13)21-17/h3-10H,1-2H3
Standard InCHIKey:	JTVSKASWNROQQF-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2335

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	233
0.1-0.2	1661
0.2-0.3	7519
0.3-0.4	4814
0.4-0.5	6552
0.5-0.6	9077
0.6-0.7	1021
0.7-0.8	12
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	0.8112	NPC283079
Intermediate Similarity	0.7417	NPC266425
Intermediate Similarity	0.7368	NPC29650
Intermediate Similarity	0.7365	NPC218323
Intermediate Similarity	0.7333	NPC231382
Intermediate Similarity	0.732	NPC138365
Intermediate Similarity	0.7167	NPC471825
Intermediate Similarity	0.7161	NPC307682
Intermediate Similarity	0.7113	NPC90903
Intermediate Similarity	0.7081	NPC296085
Intermediate Similarity	0.7067	NPC250476
Intermediate Similarity	0.703	NPC476580
Intermediate Similarity	0.7019	NPC9373
Remote Similarity	0.6975	NPC71629
Remote Similarity	0.6937	NPC308197
Remote Similarity	0.6918	NPC183154
Remote Similarity	0.6918	NPC263754
Remote Similarity	0.6905	NPC57512
Remote Similarity	0.6892	NPC321133
Remote Similarity	0.6883	NPC196026
Remote Similarity	0.6883	NPC200555
Remote Similarity	0.6867	NPC13007
Remote Similarity	0.6867	NPC257188
Remote Similarity	0.6855	NPC231572
Remote Similarity	0.6829	NPC242000
Remote Similarity	0.6824	NPC118804
Remote Similarity	0.6818	NPC127082
Remote Similarity	0.681	NPC189908
Remote Similarity	0.6805	NPC301163
Remote Similarity	0.6795	NPC118419
Remote Similarity	0.6792	NPC252107
Remote Similarity	0.6792	NPC214036
Remote Similarity	0.6792	NPC470707
Remote Similarity	0.6792	NPC113236
Remote Similarity	0.6782	NPC471604
Remote Similarity	0.6776	NPC291899
Remote Similarity	0.6772	NPC136330
Remote Similarity	0.6772	NPC255817
Remote Similarity	0.6772	NPC251454
Remote Similarity	0.6772	NPC230698
Remote Similarity	0.6772	NPC196609
Remote Similarity	0.6772	NPC205178
Remote Similarity	0.6772	NPC73883
Remote Similarity	0.6772	NPC277042
Remote Similarity	0.675	NPC160747
Remote Similarity	0.6746	NPC93593
Remote Similarity	0.6744	NPC469479
Remote Similarity	0.674	NPC116007
Remote Similarity	0.673	NPC99078
Remote Similarity	0.6711	NPC173350
Remote Similarity	0.6711	NPC154176
Remote Similarity	0.6711	NPC290605
Remote Similarity	0.671	NPC157212
Remote Similarity	0.6709	NPC167096
Remote Similarity	0.6704	NPC327005
Remote Similarity	0.6687	NPC248505
Remote Similarity	0.6687	NPC95366
Remote Similarity	0.6687	NPC220923
Remote Similarity	0.6686	NPC471649
Remote Similarity	0.6667	NPC13826
Remote Similarity	0.6667	NPC111347
Remote Similarity	0.6667	NPC306669
Remote Similarity	0.6667	NPC470925
Remote Similarity	0.6667	NPC11147
Remote Similarity	0.6667	NPC209195
Remote Similarity	0.6667	NPC469505
Remote Similarity	0.6667	NPC473809
Remote Similarity	0.6667	NPC231198
Remote Similarity	0.6667	NPC471651
Remote Similarity	0.6667	NPC476579
Remote Similarity	0.6648	NPC241055
Remote Similarity	0.6648	NPC83511
Remote Similarity	0.6647	NPC254700
Remote Similarity	0.6647	NPC299582
Remote Similarity	0.6646	NPC132308
Remote Similarity	0.6645	NPC172403
Remote Similarity	0.6627	NPC51957
Remote Similarity	0.6627	NPC210437
Remote Similarity	0.6627	NPC16107
Remote Similarity	0.6627	NPC106295
Remote Similarity	0.6627	NPC476144
Remote Similarity	0.6627	NPC476151
Remote Similarity	0.6625	NPC42793
Remote Similarity	0.6625	NPC167944
Remote Similarity	0.6625	NPC145446
Remote Similarity	0.6625	NPC231884
Remote Similarity	0.6625	NPC137172
Remote Similarity	0.6609	NPC476569
Remote Similarity	0.6605	NPC83289
Remote Similarity	0.6605	NPC189724
Remote Similarity	0.6605	NPC314682
Remote Similarity	0.6605	NPC212850
Remote Similarity	0.6604	NPC94280
Remote Similarity	0.6604	NPC274441
Remote Similarity	0.6604	NPC45783
Remote Similarity	0.6604	NPC159150
Remote Similarity	0.6604	NPC103947
Remote Similarity	0.6604	NPC328419
Remote Similarity	0.6604	NPC193673
Remote Similarity	0.6601	NPC109675
Remote Similarity	0.6601	NPC50720
Remote Similarity	0.6601	NPC273772
Remote Similarity	0.6587	NPC7467
Remote Similarity	0.6584	NPC193528
Remote Similarity	0.6582	NPC217574
Remote Similarity	0.6575	NPC99723
Remote Similarity	0.6571	NPC2770
Remote Similarity	0.6571	NPC39103
Remote Similarity	0.657	NPC93653
Remote Similarity	0.6568	NPC81733
Remote Similarity	0.6568	NPC119669
Remote Similarity	0.6568	NPC326316
Remote Similarity	0.6564	NPC328750
Remote Similarity	0.6564	NPC188163
Remote Similarity	0.6564	NPC213206
Remote Similarity	0.6564	NPC474915
Remote Similarity	0.6562	NPC96406
Remote Similarity	0.6562	NPC196708
Remote Similarity	0.6561	NPC234933
Remote Similarity	0.6558	NPC73413
Remote Similarity	0.6558	NPC201667
Remote Similarity	0.6558	NPC27671
Remote Similarity	0.6556	NPC222524
Remote Similarity	0.6556	NPC241704
Remote Similarity	0.6554	NPC474881
Remote Similarity	0.6554	NPC470324
Remote Similarity	0.655	NPC123323
Remote Similarity	0.6549	NPC139891
Remote Similarity	0.6548	NPC103379
Remote Similarity	0.6548	NPC477565
Remote Similarity	0.6545	NPC244338
Remote Similarity	0.6545	NPC247298
Remote Similarity	0.6543	NPC128877
Remote Similarity	0.6536	NPC150214
Remote Similarity	0.6536	NPC248429
Remote Similarity	0.6536	NPC96286
Remote Similarity	0.6531	NPC26524
Remote Similarity	0.6527	NPC144863
Remote Similarity	0.6527	NPC95075
Remote Similarity	0.6527	NPC90844
Remote Similarity	0.6527	NPC253883
Remote Similarity	0.6519	NPC116096
Remote Similarity	0.6516	NPC165556
Remote Similarity	0.651	NPC258992
Remote Similarity	0.6506	NPC130926
Remote Similarity	0.6505	NPC1820
Remote Similarity	0.6497	NPC284842
Remote Similarity	0.6497	NPC471648
Remote Similarity	0.6497	NPC125887
Remote Similarity	0.6494	NPC472518
Remote Similarity	0.6494	NPC217277
Remote Similarity	0.6494	NPC143725
Remote Similarity	0.6494	NPC255253
Remote Similarity	0.6494	NPC328267
Remote Similarity	0.649	NPC256369
Remote Similarity	0.6486	NPC161696
Remote Similarity	0.6484	NPC220961
Remote Similarity	0.6484	NPC32154
Remote Similarity	0.6478	NPC274732
Remote Similarity	0.6477	NPC168409
Remote Similarity	0.6474	NPC231862
Remote Similarity	0.6474	NPC471826
Remote Similarity	0.6471	NPC144418
Remote Similarity	0.6467	NPC245974
Remote Similarity	0.6467	NPC262725
Remote Similarity	0.6467	NPC323948
Remote Similarity	0.6463	NPC199462
Remote Similarity	0.6461	NPC473748
Remote Similarity	0.6461	NPC307640
Remote Similarity	0.646	NPC475828
Remote Similarity	0.6458	NPC157473
Remote Similarity	0.6458	NPC151530
Remote Similarity	0.6457	NPC153631
Remote Similarity	0.6456	NPC160193
Remote Similarity	0.6453	NPC169742
Remote Similarity	0.6452	NPC171372
Remote Similarity	0.6452	NPC89630
Remote Similarity	0.6452	NPC283207
Remote Similarity	0.645	NPC219162
Remote Similarity	0.645	NPC92541
Remote Similarity	0.645	NPC44869
Remote Similarity	0.6447	NPC263835
Remote Similarity	0.6447	NPC168050
Remote Similarity	0.6444	NPC474902
Remote Similarity	0.6444	NPC4669
Remote Similarity	0.6438	NPC325568
Remote Similarity	0.6438	NPC105541
Remote Similarity	0.6438	NPC19157
Remote Similarity	0.6437	NPC221864
Remote Similarity	0.6437	NPC106786
Remote Similarity	0.6434	NPC128730
Remote Similarity	0.6433	NPC243688
Remote Similarity	0.6433	NPC37512
Remote Similarity	0.6433	NPC17374
Remote Similarity	0.6429	NPC324081
Remote Similarity	0.6429	NPC205926
Remote Similarity	0.6425	NPC15987
Remote Similarity	0.6424	NPC152306
Remote Similarity	0.6424	NPC265547
Remote Similarity	0.642	NPC469808

Drug Structure

NPD2335 OpenBabel08211702172D 21 23 0 0 0 0 0 0 0 0999 V2000 0.1589 1.2071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7899 0.8827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 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 -0.8660 -2.5000 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 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 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 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 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 -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 3.4641 -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 -0.0000 -5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 17 1 0 0 0 0 3 4 1 0 0 0 0 3 5 2 0 0 0 0 4 8 2 0 0 0 0 5 16 1 0 0 0 0 6 7 2 0 0 0 0 6 12 1 0 0 0 0 7 15 1 0 0 0 0 8 19 1 0 0 0 0 9 12 2 0 0 0 0 9 13 1 0 0 0 0 10 14 2 0 0 0 0 10 17 1 0 0 0 0 11 12 1 0 0 0 0 11 18 3 0 0 0 0 13 14 1 0 0 0 0 13 15 2 0 0 0 0 14 19 1 0 0 0 0 15 21 1 0 0 0 0 16 19 1 0 0 0 0 16 20 2 0 0 0 0 17 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002069
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	278.11
ALogP	0.1688
MLogP	2.89
XLogP	2.146
HDA	3
HBD	0
Rotatable Bonds	3
TPSA	53.33
RO5 Violation	0