NPASS drugs

Drug Information

Drug ID:	NPD5767
Drug Name:	tomopenem
Molecular Formula:	C23H35N7O6S
Canonical SMILES:	NC(=N)NCC(=N[C@H]1CCN(C1)C(=O)[C@@H]1C[C@@H](CN1C)SC1=C(C(=O)O)N2[C@H]([C@H]1C)[C@H](C2=O)[C@H](O)C)O
Standard InCHI:	InChI=1S/C23H35N7O6S/c1-10-17-16(11(2)31)21(34)30(17)18(22(35)36)19(10)37-13-6-14(28(3)9-13)20(33)29-5-4-12(8-29)27-15(32)7-26-23(24)25/h10-14,16-17,31H,4-9H2,1-3H3,(H,27,32)(H,35,36)(H4,24,25,26)/t10-,11-,12+,13+,14+,16-,17-/m1/s1
Standard InCHIKey:	KEDAXBWZURNCHS-GPODMPQUSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5767

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	69
0.1-0.2	1552
0.2-0.3	18514
0.3-0.4	9201
0.4-0.5	1292
0.5-0.6	248
0.6-0.7	13
0.7-0.8	1
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	0.7953	NPC59249
Remote Similarity	0.6519	NPC471259
Remote Similarity	0.6454	NPC473819
Remote Similarity	0.637	NPC471260
Remote Similarity	0.6338	NPC288109
Remote Similarity	0.6319	NPC471261
Remote Similarity	0.6296	NPC471258
Remote Similarity	0.6207	NPC469899
Remote Similarity	0.6187	NPC296143
Remote Similarity	0.609	NPC117829
Remote Similarity	0.6045	NPC471257
Remote Similarity	0.6045	NPC144780
Remote Similarity	0.6014	NPC315188
Remote Similarity	0.6013	NPC41162
Remote Similarity	0.5985	NPC188785
Remote Similarity	0.596	NPC471263
Remote Similarity	0.596	NPC309525
Remote Similarity	0.5944	NPC147238
Remote Similarity	0.5926	NPC3604
Remote Similarity	0.5878	NPC470788
Remote Similarity	0.5871	NPC120335
Remote Similarity	0.586	NPC471256
Remote Similarity	0.5833	NPC476875
Remote Similarity	0.5828	NPC471255
Remote Similarity	0.5823	NPC477400
Remote Similarity	0.5822	NPC103391
Remote Similarity	0.5822	NPC472536
Remote Similarity	0.5799	NPC475342
Remote Similarity	0.5789	NPC324850
Remote Similarity	0.5786	NPC476877
Remote Similarity	0.5782	NPC296043
Remote Similarity	0.5767	NPC142761
Remote Similarity	0.5762	NPC471262
Remote Similarity	0.5743	NPC329216
Remote Similarity	0.5742	NPC324722
Remote Similarity	0.5742	NPC198644
Remote Similarity	0.5742	NPC311244
Remote Similarity	0.5741	NPC477401
Remote Similarity	0.5741	NPC477399
Remote Similarity	0.5714	NPC475149
Remote Similarity	0.5714	NPC471097
Remote Similarity	0.5704	NPC241394
Remote Similarity	0.5704	NPC476876
Remote Similarity	0.5695	NPC160688
Remote Similarity	0.5679	NPC89489
Remote Similarity	0.5634	NPC128303
Remote Similarity	0.563	NPC173763
Remote Similarity	0.563	NPC62263
Remote Similarity	0.563	NPC471098
Remote Similarity	0.5629	NPC470652
Remote Similarity	0.5625	NPC171734
Remote Similarity	0.562	NPC469739
Remote Similarity	0.5613	NPC247902
Remote Similarity	0.5613	NPC262880
Remote Similarity	0.5607	NPC327517
Remote Similarity	0.5607	NPC319334
Remote Similarity	0.5607	NPC322372
Remote Similarity	0.5602	NPC477519
Remote Similarity	0.56	NPC476155
Remote Similarity	0.56	NPC17581

Drug Structure

NPD5767 OpenBabel08211708292D 44 47 0 0 1 0 0 0 0 0999 V2000 -1.2601 1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6730 -1.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8554 5.1548 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5191 0.7480 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8500 1.4912 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2796 2.6321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4326 -0.8453 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3281 2.1493 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4706 4.0334 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 0.9511 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7071 -1.7071 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.4326 1.1547 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.3660 3.0388 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.9487 3.3752 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.2987 -0.3453 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9432 3.2707 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2601 1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5666 -2.3453 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7006 -1.8453 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.5666 -3.3453 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.4326 -1.8453 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.2987 0.6547 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4487 4.2413 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3500 2.3572 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.4483 -2.6730 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.1647 -0.8453 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5310 4.0797 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7071 -1.7071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0032 0.5909 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4680 2.2382 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 2.5388 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -1.8346 -2.3453 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7006 -3.8453 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4326 -3.8453 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2987 -2.3453 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1554 -3.3801 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1647 -1.8453 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4190 2.5472 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3 28 1 0 0 0 0 4 5 1 0 0 0 0 4 12 1 0 0 0 0 5 29 1 0 0 0 0 6 13 1 0 0 0 0 6 14 1 0 0 0 0 7 15 1 0 0 0 0 7 26 1 0 0 0 0 8 12 1 0 0 0 0 8 29 1 0 0 0 0 9 13 1 0 0 0 0 9 28 1 0 0 0 0 10 1 1 1 0 0 0 10 17 1 0 0 0 0 10 19 1 0 0 0 0 11 2 1 6 0 0 0 11 31 1 0 0 0 0 12 27 1 6 0 0 0 13 37 1 1 0 0 0 14 20 1 1 0 0 0 14 28 1 0 0 0 0 15 27 2 3 0 0 0 15 32 1 0 0 0 0 16 11 1 6 0 0 0 16 17 1 0 0 0 0 16 21 1 0 0 0 0 17 30 1 1 0 0 0 18 19 2 0 0 0 0 18 22 1 0 0 0 0 18 30 1 0 0 0 0 19 37 1 0 0 0 0 20 29 1 0 0 0 0 20 33 2 0 0 0 0 21 30 1 0 0 0 0 21 34 2 0 0 0 0 22 35 2 0 0 0 0 22 36 1 0 0 0 0 23 24 2 0 0 0 0 23 25 1 0 0 0 0 23 26 1 0 0 0 0 24 38 1 0 0 0 0 25 39 1 0 0 0 0 25 40 1 0 0 0 0 26 41 1 0 0 0 0 31 42 1 0 0 0 0 32 43 1 0 0 0 0 36 44 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009605
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	537.24
ALogP	-3.4143
MLogP	2.45
XLogP	-3.258
HDA	13
HBD	6
Rotatable Bonds	17
TPSA	221.18
RO5 Violation	2