NPASS drugs

Drug Information

Drug ID:	NPD5386
Drug Name:	Ciraparantag
Molecular Formula:	C22H48N12O2
Canonical SMILES:	N[C@H](C(=NCCCN1CCN(CC1)CCCN=C([C@H](CCCNC(=N)N)N)O)O)CCCNC(=N)N
Standard InCHI:	InChI=1S/C22H48N12O2/c23-17(5-1-7-31-21(25)26)19(35)29-9-3-11-33-13-15-34(16-14-33)12-4-10-30-20(36)18(24)6-2-8-32-22(27)28/h17-18H,1-16,23-24H2,(H,29,35)(H,30,36)(H4,25,26,31)(H4,27,28,32)/t17-,18-/m0/s1
Standard InCHIKey:	HRDUUSCYRPOMSO-ROUUACIJSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5386

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	394
0.1-0.2	22649
0.2-0.3	5901
0.3-0.4	1360
0.4-0.5	466
0.5-0.6	99
0.6-0.7	19
0.7-0.8	2
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	0.7333	NPC328457
Intermediate Similarity	0.7159	NPC216278
Remote Similarity	0.6623	NPC133183
Remote Similarity	0.6585	NPC191774
Remote Similarity	0.6528	NPC216415
Remote Similarity	0.6528	NPC476537
Remote Similarity	0.64	NPC103130
Remote Similarity	0.64	NPC226453
Remote Similarity	0.6351	NPC314510
Remote Similarity	0.6234	NPC327985
Remote Similarity	0.6162	NPC314398
Remote Similarity	0.6162	NPC239705
Remote Similarity	0.6162	NPC314413
Remote Similarity	0.6104	NPC278881
Remote Similarity	0.61	NPC62845
Remote Similarity	0.61	NPC166242
Remote Similarity	0.61	NPC189854
Remote Similarity	0.61	NPC92874
Remote Similarity	0.61	NPC322449
Remote Similarity	0.604	NPC10897
Remote Similarity	0.604	NPC325900
Remote Similarity	0.5921	NPC118429
Remote Similarity	0.5769	NPC313420
Remote Similarity	0.573	NPC242077
Remote Similarity	0.5729	NPC301010
Remote Similarity	0.567	NPC280066
Remote Similarity	0.5641	NPC243964
Remote Similarity	0.5638	NPC275715
Remote Similarity	0.5634	NPC110136
Remote Similarity	0.5625	NPC84182
Remote Similarity	0.5625	NPC128005
Remote Similarity	0.5606	NPC319114

Drug Structure

NPD5386 OpenBabel08211706332D 50 50 0 0 1 0 0 0 0 0999 V2000 0.8660 6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 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 1.7321 6.0000 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 0.8660 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 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 -0.0000 3.0000 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 1.5000 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 0.8660 0.5000 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 5.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 9.0000 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 2.5981 4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -5.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 9.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 9.5000 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 -2.5981 -1.5000 0.0000 N 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 1.7321 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 8.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 10.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 10.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 9.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 7.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 1 7 1 0 0 0 0 2 6 1 0 0 0 0 2 8 1 0 0 0 0 3 9 1 0 0 0 0 3 11 1 0 0 0 0 4 10 1 0 0 0 0 4 12 1 0 0 0 0 7 31 1 0 0 0 0 8 32 1 0 0 0 0 9 29 1 0 0 0 0 10 30 1 0 0 0 0 11 33 1 0 0 0 0 12 34 1 0 0 0 0 13 15 1 0 0 0 0 13 33 1 0 0 0 0 14 16 1 0 0 0 0 14 33 1 0 0 0 0 15 34 1 0 0 0 0 16 34 1 0 0 0 0 17 5 1 6 0 0 0 17 19 1 0 0 0 0 17 23 1 0 0 0 0 18 6 1 1 0 0 0 18 20 1 0 0 0 0 18 24 1 0 0 0 0 19 29 2 3 0 0 0 19 35 1 0 0 0 0 20 30 2 3 0 0 0 20 36 1 0 0 0 0 21 25 2 0 0 0 0 21 26 1 0 0 0 0 21 31 1 0 0 0 0 22 27 2 0 0 0 0 22 28 1 0 0 0 0 22 32 1 0 0 0 0 23 37 1 0 0 0 0 23 38 1 0 0 0 0 24 39 1 0 0 0 0 24 40 1 0 0 0 0 25 41 1 0 0 0 0 26 42 1 0 0 0 0 26 43 1 0 0 0 0 27 44 1 0 0 0 0 28 45 1 0 0 0 0 28 46 1 0 0 0 0 31 47 1 0 0 0 0 32 48 1 0 0 0 0 35 49 1 0 0 0 0 36 50 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	512.40
ALogP	-4.9502
MLogP	2.34
XLogP	-1.098
HDA	14
HBD	10
Rotatable Bonds	26
TPSA	247.5
RO5 Violation	3